[ CAS No. 29681-78-5 ] {[proInfo.proName]}

Name: 29681-78-5|Ethyl 3-methyl-2-oxopiperidine-3-carboxylate|97%
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SKU: A1372656
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Quality Control of [ 29681-78-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 29681-78-5 ]

CAS No. :	29681-78-5	MDL No. :	MFCD24549983
Formula :	C₉H₁₅NO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JMCYIDYGZXGWNJ-UHFFFAOYSA-N
M.W :	185.22	Pubchem ID :	13584855
Synonyms :

Safety of [ 29681-78-5 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P302+P352-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 29681-78-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 29681-78-5 ]

[ 29681-78-5 ] Synthesis Path-Downstream 1~50

1
2-(2-Azido-ethyl)-2-methyl-malonic acid diethyl ester [ No CAS ]
[ 29681-78-5 ]

Yield	Reaction Conditions	Operation in experiment
90%	With triphenylphosphine In tetrahydrofuran; water Ambient temperature;

Reference： [1]Khoukhi, Mostafa; Vaultier, Michel; Carrie, Robert [Tetrahedron Letters, 1986, vol. 27, # 9, p. 1031 - 1034]

2
[ 10444-11-8 ]
[ 29681-78-5 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen at 50℃;

Reference： [1]Nallet, Jean-Pierre; Megard, Anne-Lise; Dreux, Jacques [Bulletin de la Societe Chimique de France, 1996, vol. 133, # 5, p. 491 - 500]

3
[ 368-39-8 ]
[ 29681-78-5 ]
[ 27768-58-7 ]

Yield	Reaction Conditions	Operation in experiment
71.5%	In dichloromethane for 15h;

Reference： [1]Nallet, Jean-Pierre; Megard, Anne-Lise; Dreux, Jacques [Bulletin de la Societe Chimique de France, 1996, vol. 133, # 5, p. 491 - 500]

4
[ 100-39-0 ]
[ 29681-78-5 ]
[ 1026945-23-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydride; sodium iodide In tetrahydrofuran; paraffin 1.) reflux, 1 h, 2.) reflux, 4 h;

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

5
[ 5162-44-7 ]
[ 29681-78-5 ]
[ 1026249-14-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydride; sodium iodide In tetrahydrofuran; paraffin Heating; 1.) 1 h, 2.) 2 h;

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

6
[ 29681-78-5 ]
[ 1119-51-3 ]
[ 1026703-24-1 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydride; sodium iodide In tetrahydrofuran; paraffin Heating; 1.) 1 h, 2.) 2 h;

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

7
[ 3731-16-6 ]
[ 74-88-4 ]
[ 29681-78-5 ]

Yield	Reaction Conditions	Operation in experiment
46%		Into a 500-mL 3-necked round-bottom flask under nitrogen, was placed 124.1 (20 g, 116.83 mmol, 1.00 equiv) in THF (200 mL). This was followed by the addition of n-BuLi (51.5 mL, 1.10 equiv, 2.5M) dropwise with stirring at -78 C. The reaction was stirred for 1 hour at ambient temperature. To the mixture was added Mel (18.3 g, 1.10 equiv) dropwise with stirring at -78 C. The reaction was stirred overnight at room temperature, and then quenched by the addition of 300 mL of NH4C 1 (aq). The resulting solution was extracted with 2 x 250 mL of CH2C12, organic layers were combined and concentrated under vacuum. The crude product was re-crystallized from EtOAc/n-hexane to provide 10.0 g (46.0 %) of 124.2 as a white solid.
	With sodium; for 1h;Reflux;	To a stirred solution of sodium (247 mg, 10.75 mmol) in 10 mL of absolute ethanol ethyl 3-methyl-2-oxopiperidine-3-carboxylate (1.84 g, 10.75 mmol) and methyl iodide (0,736 mL, 11.83 mmol) were added. The reaction mixture was heated at reflux for 1 h and afterwards diluted with 30 mL of water. Obtained solution was extracted with dichloromethane (2x30 mL). Separated organic phase was dried over Na2SO3, filtered and concentrated under reduced pressure. The crude ethyl 3-methyl-2 oxopiperidine-3-carboxylate (1.61 g) was stirred for 1 h with sodium hydride (310 mg, 80% suspension in mineral oil ) in 20 mL of anhydrous N-methylpyrrolidone. 1-Fluoro-4-nitrobenzen (1.23 g, 8.7 mmol) was added and the mixture was stirred for 18 h at room temperature. After completion reaction mixture was diluted with 50 mL of water and extracted with EtOAc. Separated organic phase was dried over Na2SO3, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography using EtOAc/hexane (1/2) as eluant to obtain 1e as yellow oil, yield: 1.54 g.

Reference： [1]Journal of Organic Chemistry,1997,vol. 62,p. 2001 - 2010
[2]Patent: WO2017/75056,2017,A1 .Location in patent: Paragraph 0743
[3]Organic Letters,2005,vol. 7,p. 47 - 50
[4]European Journal of Medicinal Chemistry,2013,vol. 64,p. 302 - 313

8
[ 29681-78-5 ]
[ 1026303-26-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

9
[ 29681-78-5 ]
[ 188885-23-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

10
[ 29681-78-5 ]
[ 1027021-45-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: NaH, NaI / tetrahydrofuran; paraffin / 1.) reflux, 1 h, 2.) reflux, 4 h 2: 3N KOH / methanol / 10 h / Ambient temperature

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

11
[ 29681-78-5 ]
[ 1026406-08-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

12
[ 29681-78-5 ]
[ 188885-24-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

13
[ 29681-78-5 ]
3-[3-methyl-2-oxo-1-(3-butenyl)piperidin-3-yl]-2-diazo-3-oxopropionic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h 4: 62 percent / Et₃N, MsN₃ / acetonitrile / 3 h / Ambient temperature

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

14
[ 29681-78-5 ]
[ 1027037-55-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: NaH, NaI / tetrahydrofuran; paraffin / 1.) reflux, 1 h, 2.) reflux, 4 h 2: 3N KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

15
[ 29681-78-5 ]
[ 188885-25-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h 4: 70 percent / Et₃N, MsN₃ / acetonitrile / 3 h / Ambient temperature

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

16
[ 29681-78-5 ]
[ 188885-04-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: NaH, NaI / tetrahydrofuran; paraffin / 1.) reflux, 1 h, 2.) reflux, 4 h 2: 3N KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h 4: 85 percent / Et₃N, MsN₃ / acetonitrile / 3 h / Ambient temperature

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

17
[ 29681-78-5 ]
2-(4-pentenyl)-6-methyl-7-oxo-11-oxa-2-azatricyclo[6.2.1.0^1,6]undec-9-ene-8,9,10-tricarboxylic acid 8-methyl ester 9,10-dimethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: NaH, NaI / tetrahydrofuran; paraffin / Heating; 1.) 1 h, 2.) 2 h 2: 3M KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h 4: 70 percent / Et₃N, MsN₃ / acetonitrile / 3 h / Ambient temperature 5: 78 percent / rhodium(II) acetate / benzene / 2 h / Heating

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

18
[ 29681-78-5 ]
1-benzyl-6,9b-epoxy-4a-methyl-5,7,9-trioxo-8-phenyldodecahydropyrrolo[3,4]quinoline-6-carboxylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: NaH, NaI / tetrahydrofuran; paraffin / 1.) reflux, 1 h, 2.) reflux, 4 h 2: 3N KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h 4: 85 percent / Et₃N, MsN₃ / acetonitrile / 3 h / Ambient temperature 5: 83 percent / rhodium(II) acetate / benzene / 2 h / Heating

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

19
[ 29681-78-5 ]
2-benzyl-6-methyl-7-oxo-11-oxa-2-azatricyclo[6.2.1.0^1,6]undec-9-ene-8,9,10-tricarboxylic acid 8-ethyl ester 9,10-dimethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: NaH, NaI / tetrahydrofuran; paraffin / 1.) reflux, 1 h, 2.) reflux, 4 h 2: 3N KOH / methanol / 10 h / Ambient temperature 3: 1.) oxalyl chloride, DMF, 2.) n-BuMgCl / 1.) Et₂O, room temperature, 30 min, 2.) CH₂Cl₂, THF, 0 deg C, 1 h 4: 85 percent / Et₃N, MsN₃ / acetonitrile / 3 h / Ambient temperature 5: 80 percent / rhodium(II) acetate / benzene / 2 h / Heating

Reference： [1]Weingarten, M. David; Prein, Michael; Price, Alan T.; Snyder, James P.; Padwa, Albert [Journal of Organic Chemistry, 1997, vol. 62, # 7, p. 2001 - 2010]

20
[ 29681-78-5 ]
2-Amino-4a-methyl-4a,5,6,7-tetrahydro-3H-pyrido[2,3-d]pyrimidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 71.5 percent / CH₂Cl₂ / 15 h 2: 3.4 g / sodium ethanolate / ethanol / 24 h / Heating

Reference： [1]Nallet, Jean-Pierre; Megard, Anne-Lise; Dreux, Jacques [Bulletin de la Societe Chimique de France, 1996, vol. 133, # 5, p. 491 - 500]

21
[ 609-08-5 ]
[ 29681-78-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1) NaOH / 1) THF, 0 deg C; 2) room temp., 12 h 2: 90 percent / Ph₃P / H₂O; tetrahydrofuran / Ambient temperature
	Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C 1.2: 16 h / 70 °C 2.1: hydrazine hydrate / ethanol / 16 h / 80 °C

Reference： [1]Khoukhi, Mostafa; Vaultier, Michel; Carrie, Robert [Tetrahedron Letters, 1986, vol. 27, # 9, p. 1031 - 1034]
[2]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1

22
[ 29681-78-5 ]
[ 350-46-9 ]
[ 1444001-21-1 ]

Yield	Reaction Conditions	Operation in experiment
1.54 g	Stage #1: 3-methyl-2-oxopiperidine-3-carboxylic acid ethyl ester With sodium hydride In 1-methyl-pyrrolidin-2-one; mineral oil for 1h; Stage #2: 4-Fluoronitrobenzene In 1-methyl-pyrrolidin-2-one; mineral oil at 20℃; for 18h;	Ethyl 3-methyl-1-(4-nitrophenyl)-2-oxopiperidine-3-carboxylate (1e) To a stirred solution of sodium (247 mg, 10.75 mmol) in 10 mL of absolute ethanol ethyl 3-methyl-2-oxopiperidine-3-carboxylate (1.84 g, 10.75 mmol) and methyl iodide (0,736 mL, 11.83 mmol) were added. The reaction mixture was heated at reflux for 1 h and afterwards diluted with 30 mL of water. Obtained solution was extracted with dichloromethane (2x30 mL). Separated organic phase was dried over Na2SO3, filtered and concentrated under reduced pressure. The crude ethyl 3-methyl-2 oxopiperidine-3-carboxylate (1.61 g) was stirred for 1 h with sodium hydride (310 mg, 80% suspension in mineral oil ) in 20 mL of anhydrous N-methylpyrrolidone. 1-Fluoro-4-nitrobenzen (1.23 g, 8.7 mmol) was added and the mixture was stirred for 18 h at room temperature. After completion reaction mixture was diluted with 50 mL of water and extracted with EtOAc. Separated organic phase was dried over Na2SO3, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography using EtOAc/hexane (1/2) as eluant to obtain 1e as yellow oil, yield: 1.54 g. 1H NMR (CDCl3) δ 1.31 (t, 3H, J = 7.1 Hz, CH2CH3), 1.57 (s, 3H, CH3), 1.86-2.14 (m, 3H, COCHCH2, NCH2CH2), 2.41-2.49 (m, 1H, COCHCH2), 3.69-3.87 (m, 2H, NCH2), 4.17-4.33 (m, 2H, CH2CH3), 7.49 (d, 2H, J = 9.1 Hz, Ar-H2,H6), 8.23 (d, 2H, J = 9.1 Hz, Ar-H3,H5). MS (ESI) (%) = 307.1 (M+, 15), 193.1 (97), 155.0 (98), 91.1 (100). HRMS (ESI) calcd for C15H19N2O5 307.1294, found 307.1301. IR (ATR) 2981, 2940, 1728, 1656, 1591, 1517, 1495, 1458, 1427, 1407, 1340, 1316, 1246, 1192, 1177, 1132, 1039 cm-1.

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

23
[ 29681-78-5 ]
[ 1444001-32-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux 4.1: dmap / tetrahydrofuran / 15 h / 60 °C

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

24
[ 29681-78-5 ]
[ 1444001-37-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux 4.1: dmap / tetrahydrofuran / 15 h / 60 °C 5.1: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

25
[ 29681-78-5 ]
[ 1444001-42-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux 4.1: dmap / tetrahydrofuran / 15 h / 60 °C 5.1: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C 6.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

26
[ 29681-78-5 ]
ethyl 1-(4-((S)-5-((2-aminothiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate trifluoroacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux 4.1: dmap / tetrahydrofuran / 15 h / 60 °C 5.1: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C 6.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C 7.1: dichloromethane / 15 h / 0 - 20 °C

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

27
[ 29681-78-5 ]
1-(4-((S)-5-((2-aminothiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)-3-methyl-2-oxopiperidine-3-carboxylic acid trifluoroacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux 4.1: dmap / tetrahydrofuran / 15 h / 60 °C 5.1: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C 6.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C 7.1: lithium hydroxide; water / methanol / 15 h / 20 °C 8.1: dichloromethane / 15 h / 0 - 20 °C

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

28
[ 29681-78-5 ]
C₂₆H₃₁N₅O₈S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux 4.1: dmap / tetrahydrofuran / 15 h / 60 °C 5.1: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C 6.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C 7.1: lithium hydroxide; water / methanol / 15 h / 20 °C

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

29
[ 29681-78-5 ]
[ 1444001-23-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

30
[ 29681-78-5 ]
[ 1444001-27-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h 1.2: 18 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr 3.1: ethanol / 15 h / Reflux

Reference： [1]Trstenjak, Uroš; Ilaš, Janez; Kikelj, Danijel [European Journal of Medicinal Chemistry, 2013, vol. 64, p. 302 - 313]

31
[ 29681-78-5 ]
C₁₅H₁₉NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

32
[ 29681-78-5 ]
C₁₉H₂₈N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

33
[ 29681-78-5 ]
C₁₄H₂₀N₂O₂*(x)ClH [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

34
[ 29681-78-5 ]
C₂₅H₃₀N₆O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

35
[ 29681-78-5 ]
C₂₃H₂₄N₆O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

36
[ 29681-78-5 ]
C₁₅H₁₆N₆O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

37
[ 29681-78-5 ]
C₂₇H₃₁FN₆O₆S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere 8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

38
[ 29681-78-5 ]
1-((R)-2-(5-fluoro-2-methoxyphenyl)-2-(2-methoxy-ethoxy)ethyl)-5-methyl-3-((R)-3-methyl-2-oxopiperidin-3-yl)-6-(2H-1,2,3-triazol-2-yl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione [ No CAS ]
1-((R)-2-(5-fluoro-2-methoxyphenyl)-2-(2-methoxy-ethoxy)ethyl)-5-methyl-3-((S)-3-methyl-2-oxopiperidin-3-yl)-6-(2H-1,2,3-triazol-2-yl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 9 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere 8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 9.1: Resolution of racemate

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

39
[ 29681-78-5 ]
C₄₂H₄₇FN₆O₆SSi [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere 8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

40
[ 29681-78-5 ]
C₂₈H₃₃FN₆O₆S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 9 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere 8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 9.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 9.2: 2 h / 20 °C

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

41
[ 29681-78-5 ]
C₄₃H₄₉FN₆O₆SSi [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 9 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere 8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 9.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 9.2: 2 h / 20 °C

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

42
[ 29681-78-5 ]
3-((R)-1,3-dimethyl-2-oxopiperidin-3-yl)-1-((R)-2-(5-fluoro-2-methoxyphenyl)-2-(2-methoxyethoxy)ethyl)-5-methyl-6-(2H-1,2,3-triazol-2-yl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione [ No CAS ]
3-((S)-1,3-dimethyl-2-oxopiperidin-3-yl)-1-((R)-2-(5-fluoro-2-methoxyphenyl)-2-(2-methoxyethoxy)ethyl)-5-methyl-6-(2H-1,2,3-triazol-2-yl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 10 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 20 °C 2.1: sodium hydroxide; water / ethanol / 20 °C 2.2: pH 2-3 3.1: diphenyl phosphoryl azide; triethylamine / 36 h / 0 °C / Inert atmosphere; Reflux 4.1: hydrogenchloride / dichloromethane / 3 h / 20 °C 5.1: triethylamine / dichloromethane / 0.5 h / -20 - 0 °C / Inert atmosphere 5.2: 0.5 h / 20 °C 6.1: sodium; ethanol / 0.5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / 7 h / 100 °C / Inert atmosphere 8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 9.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 9.2: 2 h / 20 °C 10.1: Resolution of racemate

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1

43
[ 2746-25-0 ]
[ 29681-78-5 ]
C₁₇H₂₃NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	Stage #1: 3-methyl-2-oxopiperidine-3-carboxylic acid ethyl ester With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: p-Methoxybenzyl bromide In N,N-dimethyl-formamide at 20℃;	124 Synthesis of compound 124.3. Into a 250-mL 3-necked round-bottom flask under nitrogen, was placed 124.3 (10.0 g, 53.99 mmol, 1.00 equiv) in DMF (100 mL). This was followed by the addition of NaH (2.59 g, 107.92 mmol, 1.20 equiv) in portions at 0 °C. The resulting solution was stirred for 30 min at 0 °C in a water/ice bath. To this was added 1- (bromomethyl)-4-methoxybenzene (16.22 g, 80.67 mmol, 1.50 equiv). The reaction was stirred overnight at room temperature. The reaction was then quenched by the addition of 300 mL of H4C 1 (aq). The resulting solution was extracted with 2 x 500 mL of EtOAc. Organic layers combined and concentrated under vacuum. The crude was purified by column chromatography to provide 14.5 g (88.0 %) of 124.3 as a yellow liquid.

Reference： [1]Current Patent Assignee: GILEAD SCIENCES INC; NIMBUS THERAPEUTICS INC - WO2017/75056, 2017, A1 Location in patent: Paragraph 0744

44
[ 29681-78-5 ]
[ 89775-75-7 ]

Yield	Reaction Conditions	Operation in experiment
62%	With lithium hydroxide In methanol; water at 20℃; for 22h; Inert atmosphere;
112 mg	With sodium hydroxide In methanol; water at 25℃; for 3h;	19 3-Methyl-2-oxo-piperidine-3-carboxylic acid To a solution of ethyl 3-methyl-2-oxo-piperidine-3-carboxylate (150 mg, 0.80 mmol, 1 eq) in MeOH (3 mL) and H2O (0.6 mL) was added NaOH (161.9 mg, 4.05 mmol, 5 eq), and then the reaction mixture was stirred at 25 °C for 3 hours. The reaction was adjusted with HCl (2 M) to pH = 5, and then the mixture was concentrated under reduced pressure. The residue was washed with DCM: MeOH = 10:1 (30 mL) and filtered, the filtrate was concentrated under reduce pressure to give 3-nethyl-2-oxo-piperidine-3-carboxylic acid (112 mg, 0.71 mmol, 87.9% yield) was obtained as a white solid.

Reference： [1]Liniger, Marc; Liu, Yiyang; Stoltz, Brian M. [Journal of the American Chemical Society, 2017, vol. 139, # 39, p. 13944 - 13949]
[2]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1 Location in patent: Paragraph 00267

45
[ 63399-70-2 ]
[ 29681-78-5 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrazine hydrate In ethanol at 80℃; for 16h;	19 Ethyl 3-methyl-2-oxo-piperidine-3-carboxylate To a solution of diethyl 2-[3-(1,3-dioxoisoindolin-2-yl)propyl]-2-methyl-propanedioate (1 g, 2.77 mmol, 1 eq) in EtOH (25 mL) was added NH2NH2.H2O (162.9 mg, 2.77 mmol, 0.15 mL, 85%, 1 eq), and then the mixture was stirred at 80 °C for 16 hours. The reaction mixture was filtered and the filtrate was concentrated under reduce pressure. The residue was purified by column chromatography over silica gel to afford ethyl 3-methyl-2-oxo-piperidine-3-carboxylate (150 mg, crude) as a white solid.

Reference： [1]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1 Location in patent: Paragraph 00266

46
[ 29681-78-5 ]
(S)-3-methyl-3-(5-(2-((4-(trifluoromethyl)phenyl)amino)pyridin-3-yl)-1,3,4-oxadiazol-2-yl)piperidin-2-one [ No CAS ]
(R)-3-methyl-3-(5-(2-((4-(trifluoromethyl)phenyl)amino)pyridin-3-yl)-1,3,4-oxadiazol-2-yl)piperidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: sodium hydroxide / methanol; water / 3 h / 25 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 20 °C 3: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 2 h / 20 °C 4: ammonium hydroxide / ethanol / Resolution of racemate

Reference： [1]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1

47
[ 29681-78-5 ]
C₂₀H₂₀F₃N₅O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium hydroxide / methanol; water / 3 h / 25 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 20 °C

Reference： [1]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1

48
[ 29681-78-5 ]
3-methyl-3-(5-(2-((4-(trifluoromethyl)phenyl)amino)pyridin-3-yl)-1,3,4-oxadiazol-2-yl)piperidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium hydroxide / methanol; water / 3 h / 25 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 20 °C 3: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 2 h / 20 °C

Reference： [1]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1

49
[ 29681-78-5 ]
N'-(3-methyl-2-oxo-piperidine-3-carbonyl)-2-[4-(pentafluoro-λ6-sulfanyl)anilino]pyridine-3-carbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium hydroxide / methanol; water / 3 h / 25 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 25 °C

Reference： [1]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1

50
[ 29681-78-5 ]
3-methyl-3-[5-[2-[4-(pentafluoro-λ6-sulfanyl)anilino]-3-pyridyl]-1,3,4-oxadiazol-2-yl]piperidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium hydroxide / methanol; water / 3 h / 25 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 25 °C 3: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 1 h / 25 °C

Reference： [1]Current Patent Assignee: VIVACE THERAPEUTICS - WO2021/102204, 2021, A1

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
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P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
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P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
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P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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P280	Wear protective gloves/protective clothing/eye protection/face protection.
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Response
Code	Phrase
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P313	Get medical advice/attention.
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P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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P332	IF SKIN irritation occurs:
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P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
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P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
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P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
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Storage
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P401
P402	Store in a dry place.
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P411
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P413
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P422
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	Inquiry	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ item.pr_usastock ]}		{[ item.pr_chinastock ]}	{[ item.pr_remark ]}

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 29681-78-5 ] {[proInfo.proName]}

Quality Control of [ 29681-78-5 ]

Related Doc. of [ 29681-78-5 ]

Product Details of [ 29681-78-5 ]

Safety of [ 29681-78-5 ]

Application In Synthesis of [ 29681-78-5 ]

[ 29681-78-5 ] Synthesis Path-Downstream 1~50

Related Parent Nucleus of [ 29681-78-5 ]

Piperidines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Parent Nucleus of
[ 29681-78-5 ]