[ CAS No. 1647-26-3 ] {[proInfo.proName]}

Name: 1647-26-3|1-Bromo-2-cyclohexylethane|95%
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Quality Control of [ 1647-26-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1647-26-3 ]

Product Details of [ 1647-26-3 ]

CAS No. :	1647-26-3	MDL No. :	MFCD00019398
Formula :	C₈H₁₅Br	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JRQAAYVLPPGEHT-UHFFFAOYSA-N
M.W :	191.11	Pubchem ID :	15440
Synonyms :

Calculated chemistry of [ 1647-26-3 ]

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	46.33
TPSA :	0.0 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.57 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.68
Log Po/w (XLOGP3) :	4.08
Log Po/w (WLOGP) :	3.35
Log Po/w (MLOGP) :	3.37
Log Po/w (SILICOS-IT) :	3.29
Consensus Log Po/w :	3.35

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.46
Solubility :	0.0658 mg/ml ; 0.000344 mol/l
Class :	Soluble
Log S (Ali) :	-3.79
Solubility :	0.0314 mg/ml ; 0.000164 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.98
Solubility :	0.2 mg/ml ; 0.00104 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	3.3

Safety of [ 1647-26-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1647-26-3 ]

* 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.

Upstream synthesis route of [ 1647-26-3 ]
Downstream synthetic route of [ 1647-26-3 ]

[ 1647-26-3 ] Synthesis Path-Upstream 1~11

1
[ 4442-79-9 ]
[ 1647-26-3 ]

Yield	Reaction Conditions	Operation in experiment
85%	With sulfuric acid; hydrogen bromide In water for 6 h; Reflux	(2-Bromo-ethyl)-cyclohexane In a 1 l-roundbottom flask equipped with a reflux condenser 164 g concentrated sulphuric acid and 200 g hydrobromic acid (48percent in water) were added subsequently under cooling with an ice bath to 88.7 g (0.693 mole) 2-cyclohexyl-ethanol. The mixture was refluxed for 6 h and after cooling to room temperature given to 400 g of ice. The aqueous phase was extracted with 400 ml pentane. The organic layer was washed with a 2 M NaOH-solution and with water, dried over magnesium sulphate, and the solvent was removed in vacuo. The product was distilled in vacuo to yield 112.7 g (85percent) of (2-bromo-ethyl)-cyclohexane as a colourless oil. ¹H-NMR (400 MHz, CDCl₃): δ=3.40 (2H, t, CH₂Br), 1.73-1.61 (m, 7H), 1.44 (m, 1H), 1.26-1.11 (m, 3H), 0.92-0.84 (m, 2H) ppm.
85%	With sulfuric acid; hydrogen bromide In water for 6 h; Reflux; Cooling with ice	In a 1 L round bottom flask equipped with a reflux condenser, 164 g of concentrated sulfuric acid and 200 g (48percent aqueous solution) of hydrobromic acid were added to 88.7 g (0.683 mol) of 2-cyclohexyl-ethanol while cooling in an ice bath did. The mixture was refluxed for 6 hours, cooled to room temperature and then added to 400 g of ice. The aqueous phase was extracted with 400 ml of pentane. The organic phase was washed with 2 M NaOH solution and water, dried over magnesium sulfate and the solvent was removed in vacuo. The product was distilled in vacuo to give 112.7 g (85percent) of (2-bromo-ethyl) -cyclohexane as a colorless oil.
85%	With hydrogen bromide In sulfuric acid; water	(2-Bromo-ethyl)-cyclohexane In a 1 l-roundbottom flask equipped with a reflux condenser 164 g concentrated sulphuric acid and 200 g hydrobromic acid (48percent in water) were added subsequently under cooling with an ice bath to 88.7 g (0.693 mole) 2-cyclohexyl-ethanol. The mixture was refluxed for 6 h and after cooling to room temperature given to 400 g of ice. The aqueous phase was extracted with 400 ml pentane. The organic layer was washed with a 2 M NaOH-solution and with water, dried over magnesium sulphate, and the solvent was removed in vacuo. The product was distilled in vacuo to yield 112.7 g (85percent) of (2-bromo-ethyl)-cyclohexane as a colourless oil. ¹H-NMR (400 MHz, CDCl₃): δ=3.40 (2H, t, CH₂Br), 1.73-1.61 (m, 7H), 1.44 (m, 1H), 1.26-1.11 (m, 3H), 0.92-0.84 (m, 2H) ppm.

Reference： [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 6, p. 1693 - 1703
[2] Patent: US8299287, 2012, B2, . Location in patent: Page/Page column 43
[3] Patent: JP6196581, 2017, B2, . Location in patent: Paragraph 0156
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 12, p. 2253 - 2260
[5] Bulletin de la Societe Chimique de France, 1948, p. 586,588
[6] Journal of the American Chemical Society, 1926, vol. 48, p. 1091
[7] Journal of Organometallic Chemistry, 1979, vol. 177, p. 163 - 170
[8] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 404 - 408
[9] Patent: US2010/267907, 2010, A1,

2
[ 701-97-3 ]
[ 1647-26-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	With tetra-N-butylammonium tribromide; dibromoisocyanuric acid In dichloromethane at 20℃; for 4 h; UV-irradiation	EXAMPLE 12 (0564) Bromodecarboxylation of alkanoic acids (0565) bromoisocyanurate (0566) RC0₂H -¹· RBr (0567) hv (0568) [00169] A mixture of alkanoic acid RC0₂H (2 mmol), bromoisocyanurate, additive (optionally) and solvent (12 mL) was stirred under fluorescent room light irradiation (FL). The reaction mixture washed with 1 M aq Na₂S0₃, dried over Na₂S0₄, filtered through short silica gel pad and concentrated in vacuo to yield crude alkyl bromide RBr. Optionally, the crude bromide was purified by chromatography on silica gel. The results are presented in Table 11.

Reference： [1] Patent: WO2017/60905, 2017, A1, . Location in patent: Paragraph 00169; 00171
[2] Chemistry - A European Journal, 2016, vol. 22, # 29, p. 9971 - 9974

3
[ 4442-79-9 ]
[ 7789-60-8 ]
[ 1647-26-3 ]

Reference： [1] Patent: US4178367, 1979, A,

4
[ 593-60-2 ]
[ 24371-94-6 ]
[ 1647-26-3 ]

Reference： [1] Chemische Berichte, 1983, vol. 116, # 9, p. 3267 - 3270

5
[ 75646-21-8 ]
[ 1647-26-3 ]

Reference： [1] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 404 - 408

6
[ 5292-21-7 ]
[ 1647-26-3 ]

Reference： [1] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 404 - 408

7
[ 931-50-0 ]
[ 1647-26-3 ]

Reference： [1] Journal of the American Chemical Society, 1926, vol. 48, p. 1091

8
[ 593-60-2 ]
[ 10341-90-9 ]
[ 1647-26-3 ]

Reference： [1] Chemische Berichte, 1983, vol. 116, # 9, p. 3267 - 3270
[2] Chemische Berichte, 1983, vol. 116, # 9, p. 3267 - 3270

9
[ 55255-91-9 ]
[ 1647-26-3 ]

Reference： [1] Patent: US2377714, 1942, ,
[2] Patent: US2355586, 1940, ,

10
[ 60-12-8 ]
[ 1647-26-3 ]

Reference： [1] Patent: US2377714, 1942, ,
[2] Patent: US2355586, 1940, ,

11
[ 2396-53-4 ]
[ 1647-26-3 ]

Reference： [1] Patent: US2377714, 1942, ,
[2] Patent: US2355586, 1940, ,

[ 1647-26-3 ] Synthesis Path-Downstream 1~20

1
[ 612-57-7 ]
[ 1647-26-3 ]
6-chloro-1-(2-cyclohexyl-ethyl)-quinolinium; bromide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 3499

2
[ 4442-79-9 ]
[ 1647-26-3 ]

Yield	Reaction Conditions	Operation in experiment
85%	With sulfuric acid; hydrogen bromide; In water; for 6h;Reflux;	(2-Bromo-ethyl)-cyclohexane In a 1 l-roundbottom flask equipped with a reflux condenser 164 g concentrated sulphuric acid and 200 g hydrobromic acid (48% in water) were added subsequently under cooling with an ice bath to 88.7 g (0.693 mole) 2-cyclohexyl-ethanol. The mixture was refluxed for 6 h and after cooling to room temperature given to 400 g of ice. The aqueous phase was extracted with 400 ml pentane. The organic layer was washed with a 2 M NaOH-solution and with water, dried over magnesium sulphate, and the solvent was removed in vacuo. The product was distilled in vacuo to yield 112.7 g (85%) of (2-bromo-ethyl)-cyclohexane as a colourless oil. 1H-NMR (400 MHz, CDCl3): delta=3.40 (2H, t, CH2Br), 1.73-1.61 (m, 7H), 1.44 (m, 1H), 1.26-1.11 (m, 3H), 0.92-0.84 (m, 2H) ppm.
85%	With sulfuric acid; hydrogen bromide; In water; for 6h;Reflux; Cooling with ice;	In a 1 L round bottom flask equipped with a reflux condenser, 164 g of concentrated sulfuric acid and 200 g (48% aqueous solution) of hydrobromic acid were added to 88.7 g (0.683 mol) of 2-cyclohexyl-ethanol while cooling in an ice bath did. The mixture was refluxed for 6 hours, cooled to room temperature and then added to 400 g of ice. The aqueous phase was extracted with 400 ml of pentane. The organic phase was washed with 2 M NaOH solution and water, dried over magnesium sulfate and the solvent was removed in vacuo. The product was distilled in vacuo to give 112.7 g (85%) of (2-bromo-ethyl) -cyclohexane as a colorless oil.
112.7 g (85%)	With hydrogen bromide; In sulfuric acid; water;	(2-Bromo-ethyl)-cyclohexane In a 1 l-roundbottom flask equipped with a reflux condenser 164 g concentrated sulphuric acid and 200 g hydrobromic acid (48% in water) were added subsequently under cooling with an ice bath to 88.7 g (0.693 mole) 2-cyclohexyl-ethanol. The mixture was refluxed for 6 h and after cooling to room temperature given to 400 g of ice. The aqueous phase was extracted with 400 ml pentane. The organic layer was washed with a 2 M NaOH-solution and with water, dried over magnesium sulphate, and the solvent was removed in vacuo. The product was distilled in vacuo to yield 112.7 g (85%) of (2-bromo-ethyl)-cyclohexane as a colourless oil. 1H-NMR (400 MHz, CDCl3): delta=3.40 (2H, t, CH2Br), 1.73-1.61 (m, 7H), 1.44 (m, 1H), 1.26-1.11 (m, 3H), 0.92-0.84 (m, 2H) ppm.

With phosphorus tribromide; In tetrahydrofuran; at 20℃; for 5h;

General procedure: The PBr3 (1.5 equiv) was added to a solution of alkyl alcohol (1.0equiv) in anhydrous tetrahydrofuran (5.0 mL) at 0 C and then theice bath was removed and the reaction mixture was further stirredat room temperature for 5 h. Water (30.0 mL) was added and thenextracted with EtOAc, the combined organic extracts were driedwith Na2SO4, and the solvent was evaporated in vacuo to get titlecompound, suitable for the next step without further purification.

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 1693 - 1703
[2]Patent: US8299287,2012,B2 .Location in patent: Page/Page column 43
[3]Patent: JP6196581,2017,B2 .Location in patent: Paragraph 0156
[4]Journal of Medicinal Chemistry,1992,vol. 35,p. 2253 - 2260
[5]Bulletin de la Societe Chimique de France,1948,p. 586,588
[6]Journal of the American Chemical Society,1926,vol. 48,p. 1091
[7]Journal of Organometallic Chemistry,1979,vol. 177,p. 163 - 170
[8]Journal of Medicinal Chemistry,1981,vol. 24,p. 404 - 408
[9]Patent: US2010/267907,2010,A1
[10]European Journal of Medicinal Chemistry,2019,vol. 171,p. 420 - 433
[11]Angewandte Chemie - International Edition,2020,vol. 59,p. 11010 - 11019
Angew. Chem.,2020,vol. 132,p. 11103 - 11112,10

3
[ 1647-26-3 ]
[ 83986-67-8 ]
(2-cyclohexyl-ethyl)-[3-(4-methoxy-phenyl)-propyl]-methyl-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With ethanol; sodium carbonate at 150℃;

Reference： [1]Lee et al. [Barell-Festschr. <Basel 1946> S. 264, 303]

4
[ 1647-26-3 ]
[ 1216963-74-4 ]
[ 141345-08-6 ]

Yield	Reaction Conditions	Operation in experiment
60%	In dimethyl sulfoxide for 5h; Ambient temperature;

Reference： [1]Abiru; Miyashita; Watanabe; Yamaguchi; Machida; Matsuda [Journal of Medicinal Chemistry, 1992, vol. 35, # 12, p. 2253 - 2260]

5
[ 1647-26-3 ]
[ 35692-27-4 ]
[ 136608-30-5 ]

Yield	Reaction Conditions	Operation in experiment
69%	With methyldi-t-butylphosphine; tetrabutyl ammonium fluoride; palladium(II) bromide In tetrahydrofuran at 20℃; for 14h;

Reference： [1]Lee, Jae-Young; Fu, Gregory C. [Journal of the American Chemical Society, 2003, vol. 125, # 19, p. 5616 - 5617]

6
[ 1647-26-3 ]
[ 53883-61-7 ]
1-(2-cyclohexylethyl)-4-fluorobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
36%	With methyldi-t-butylphosphine; tetrabutyl ammonium fluoride; palladium(II) bromide In tetrahydrofuran at 20℃; for 14h;

Reference： [1]Lee, Jae-Young; Fu, Gregory C. [Journal of the American Chemical Society, 2003, vol. 125, # 19, p. 5616 - 5617]

7
[ 486-60-2 ]
[ 1647-26-3 ]
5-(2-cyclohexylethoxy)psoralen [ No CAS ]

Reference： [1]Molecular Pharmacology,2004,vol. 65,p. 1364 - 1374

8
[ 1647-26-3 ]
[ 52980-28-6 ]
1-(2-cyclohexylethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium hydride In N,N-dimethyl-formamide at 90℃; for 3h;

Reference： [1]Stern, Eric; Muccioli, Giulio G.; Bosier, Barbara; Hamtiaux, Laurie; Millet, Régis; Poupaert, Jacques H.; Hénichart, Jean-Pierre; Depreux, Patrick; Goossens, Jean-François; Lambert, Didier M. [Journal of Medicinal Chemistry, 2007, vol. 50, # 22, p. 5471 - 5484]

9
[ 1003-32-3 ]
[ 1647-26-3 ]
2-cyclohexylethylmagnesium bromide [ No CAS ]
[ 216087-27-3 ]

Yield	Reaction Conditions	Operation in experiment
2.69 g (58%)	With hydrogenchloride; magnesium; In tetrahydrofuran; diethyl ether;	1-(5-thiazolyl)-3-cyclohexylpropan-1-ol A solution of <strong>[1003-32-3]thiazole-5-carboxaldehyde</strong> (2.31 g, 20.4 mmol) in 20 mL of in THF was added to a cold (0 C.) solution of 2-cyclohexylethylmagnesium bromide (prepared from 2-bromoethylcyclohexane (7.88 g) and magnesium turnings (1.22 g)) in 30 mL of ethyl ether and the mixture stirred 30 minutes. The cold bath was removed and the mixture stirred for 2 hours more and then quenched by the addition of 3N aqueous HCl. The solution was stirred until 2 clear phases resulted and then the layers were separated. The pH of the aqueous phase was adjusted to 4 with 2M aqueous sodium carbonate and then extracted with 3 portions of ethyl acetate. All the organic phases were combined and washed with brine, dried, filtered and concentrated. The residue was purified by column chromatography on silica gel (125 g, 50% ethyl acetate/hexanes) to provide 2.69 g (58%) of the title compound. MS (DCI, NH3): 226 (MH+); 243 (M+NH4)+.

Reference： [1]Patent: US6204293,2001,B1

10
[ 43157-50-2 ]
[ 1647-26-3 ]
[ 950673-11-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In water;	Synthesis of <strong>[43157-50-2]2-thioadenosine</strong> derivatives; Alkylation of <strong>[43157-50-2]2-thioadenosine</strong> with alkyl or arylalkyl halogenides was performed in the presence of sodium methoxide in DMF or NaOH in water, to yield 2-alkylthio-substituted adenosine derivatives.2'3 <n="19"/>The new nucleoside 2-cyclohexylethylthioadenosine was synthesized from 2- thioadenosine through alkylation with cyclohexylethyl bromide in the presence of NaOH in water.1H-NMR (500 MHz, DMSO-Cl6), 0.87-1.60 (m, HH, cvclohexyl-CH?-CH?-S- R), 1.61-1.74 (m, 2H, cyclohexyl-CH2-CH2-S-R), 3.0-3.14 (m, 2H, cyclohexyl- CH2-CH2-S-R), 3.50-3.64 (m, 2H, C '5-H), 3.88-3.91 (q, IH, J = 3.99 Hz, C '4- H), 4.10-4.12 (t, IH, J=4.25 Hz, C '3-H), 4.58-4.60 (t, IH, J=5.35 Hz, C '2- H), 4.96-4.99 (t, IH, J = 5.51 Hz, C '5-OH), 5.10 (m, IH, C '2-OH), 5.36 (m, IH, C '3-OH), 5.80-5.81 (d, IH, J = 5.99 Hz, C l-H), 7.28 (s, 2H, C '6-NH2), 8.19 (s, IH, C8-H).13C-NMR (125 MHz, DMSO-Cl6), delta 25.89 (C3, C5 cyclohexyl), 26.26 (C4 cyclohexyl), 27.94 (cyclohexyl-CHz-C+/-b-S-R), 32.46 (C2, C6 cyclohexyl), 36.61 (cyclohexyl-CHz-CHz-S-R), 36.82 (Cl cyclohexyl), 61.75 (C ' 5), 70.60 (C ' 3), 73.31 (C ' 2), 85.57 (C '4), 87.42 (C l), 117.05 (C5), 138.86 (C8), 150.31 (C4), 155.63 (C6), 163.94 (C2).

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 7669 - 7677
[2]Patent: WO2007/107598,2007,A1 .Location in patent: Page/Page column 17-18

11
[ 52351-75-4 ]
[ 1647-26-3 ]
[ 1103774-15-7 ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 433 - 444

12
[ 1647-26-3 ]
[ 134-96-3 ]
[ 1234322-98-5 ]

Yield	Reaction Conditions	Operation in experiment
80%	With caesium carbonate In N,N-dimethyl-formamide at 40℃; for 10h; Inert atmosphere;	Preparation of 4-(4-(2-cvclohexylethoxy)-3,5-dimethoxybenzyl)-7-ethoxyisoquinolin-8- ol hydrochloride 354-(2-Cvclohexylethoxy)-3,5-dimethoxybenzaldehvde EMC 380424-Hydroxy-3,5-dimethoxybenzaldehyde (500 mg, 2.74 mmol) was dissolved in DMF (7.5 mL) and Cs2CO3 (894 mg, 2.74 mmol) was added at 20°C. 2-Cyclohexyl ethyl bromide (577 mg, 3.02 mmol) was added and the reaction mixture was stirred at 40°C for 10 h under a nitrogen atmosphere. After cooling to RT, the reaction mixture was poured into water (75 mL) and extracted by Et2O (50 mL). The separated organic layer was washed with water (2x50 mL), brine (50 mL), dried over MgSO4, filtered and dried overnight under reduced pressure to give 4-(2-cyclohexylethoxy)- 3,5-dimethoxybenzaldehyde EMC 38042 (640 mg, 80% yield) as white solid. EMC 38042MW: 292.38; Yield = 80%; White solid; Mp (°C) = 43.11H-NMR (CDCIs, δ): 0.91 -0.95 (m, 2H, CH2CH2CH), 1 .20-1 .79 (m, 1 1 H, 5xCH2 & CH), 3.91 (s, 6H, 2xOCH3), 4.08-4.13 (t, 2H, J = 6.74Hz, OCH2), 7.12 (s, 2H, 2xArH), 9.87 (s, 1 H, CHO).13C-NMR (CDCIs, δ): 26.4 (2xC), 26.6, 33.3 (2xC), 34.2, 37.5, 56.3 (2xC), 71 .7, 106.8 (2xC), 131 .6, 143.2, 154.0 (2xC), 191 .1 .MS-ESI m/z (% rel. Int.): 293 ([MH]+, 60), 183 (100).HPLC: Method A, XB dge column, detection UV 254 nm, RT = 3.96 min, peak area 99.9%.

Reference： [1]Current Patent Assignee: DIAXONHIT GROUP - WO2011/151423, 2011, A1 Location in patent: Page/Page column 116-117

13
[ 701-97-3 ]
[ 1647-26-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	With tetra-N-butylammonium tribromide; dibromoisocyanuric acid; In dichloromethane; at 20℃; for 4h;UV-irradiation;	EXAMPLE 12 (0564) Bromodecarboxylation of alkanoic acids (0565) bromoisocyanurate (0566) RC02H -1 · RBr (0567) hv (0568) [00169] A mixture of alkanoic acid RC02H (2 mmol), bromoisocyanurate, additive (optionally) and solvent (12 mL) was stirred under fluorescent room light irradiation (FL). The reaction mixture washed with 1 M aq Na2S03, dried over Na2S04, filtered through short silica gel pad and concentrated in vacuo to yield crude alkyl bromide RBr. Optionally, the crude bromide was purified by chromatography on silica gel. The results are presented in Table 11.

Reference： [1]Patent: WO2017/60905,2017,A1 .Location in patent: Paragraph 00169; 00171
[2]Chemistry - A European Journal,2016,vol. 22,p. 9971 - 9974

14
[ 1647-26-3 ]
[ 885518-49-0 ]
methyl 6-bromo-1-(2-cyclohexylethyl)-1H-indazole-4-carboxylate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 7617 - 7633

15
[ 1647-26-3 ]
[ 5471-55-6 ]

Reference： [1]Patent: WO2019/175436,2019,A1

16
[ 2441-46-5 ]
[ 1647-26-3 ]
1,2,4,5-tetramethoxy-3-(2-cyclohexylethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65.2%	Stage #1: 1,2,4,5-tetramethoxybenzene With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran at -40℃; for 0.25h; Stage #2: With n-butyllithium In tetrahydrofuran at -10℃; for 1h; Stage #3: 1-bromo-2-cyclohexylethane In tetrahydrofuran at -10 - 20℃; for 10.1667h;	3 Synthesis of 1,2,4,5-tetramethoxy 3- (2-cyclohexylethyl) benzene (Intermediate B2) Add intermediate A (1 g, 5.1 mmol) to a round-bottomed flask, vacuum dry for 30 minutes, add HMPA (353 μL, 2 mmol), ventilate 2 to 5 times, and then add 60 mL of tetrahydrofuran as a solvent. Water was reacted without oxygen for 15 minutes, n-butyllithium (2.44 mL, 6.12 mmol) was slowly added, the temperature was adjusted to -10 ° C for 1 hour, 2-bromoethylcyclohexane was added dropwise, and the reaction was continued for 10 minutes.The mixture was then allowed to react at room temperature for 10 hours.The reaction solution was concentrated under reduced pressure, and then dissolved in an organic solvent. The saturated ammonium chloride solution was used to adjust the pH to 5 to 6. The organic phase was washed with distilled water and saturated brine, respectively. The organic phase was collected and dried over anhydrous magnesium sulfate, filtered, and reduced pressure. The crude product was concentrated and purified through a silica gel column to obtain intermediate B2 (652 mg, 65.2%). See FIG. 4 for the detection spectrum.

Reference： [1]Current Patent Assignee: INT HEALTHCARE INNOVATION INSTITUTE JIANGMEN; WUYI UNIVERSITY - CN110526811, 2019, A Location in patent: Paragraph 0065-0069

17
[ 1647-26-3 ]
[ 4379-00-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium sulfite / water; acetone / 16 h / 90 °C 2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2.5 h / -20 - 20 °C

Reference： [1]Current Patent Assignee: CANCER THERAPEUTICS CRC PTY LTD - WO2020/2587, 2020, A1

18
[ 816-19-3 ]
[ 1647-26-3 ]
C₁₇H₃₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: methyl 2-ethylhexanoate With n-butyllithium; isopropylamine In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-2-cyclohexylethane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;

Reference： [1]Ge, Haibo; Lawrence, Brianna; Li, Bijin; Li, Guigen [Angewandte Chemie - International Edition, 2020, vol. 59, # 8, p. 3078 - 3082][Angew. Chem., 2020, vol. 132, p. 3102 - 3106,5]

19
[ 1647-26-3 ]
[ 118-55-8 ]
[ 108975-02-6 ]

Yield	Reaction Conditions	Operation in experiment
90%	With 1,10-Phenanthroline; nickel(II) bromide diethylene glycol dimethyl ether; zinc In N,N-dimethyl-formamide at 60℃; for 10h; Inert atmosphere; Sealed tube;

Reference： [1]Ding, Decai; Wang, chuan; Yang, feiyan [Organic Letters, 2020, vol. 22, # 23, p. 9203 - 9209]

20
[ 1647-26-3 ]
[ 132098-58-9 ]
[ 2950253-02-6 ]

Yield	Reaction Conditions	Operation in experiment
67 %	Stage #1: bis((S)-4-benzyl-4,5-dihydrooxazol-2-yl)methane With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Schlenk technique; Inert atmosphere; Stage #2: 1-bromo-2-cyclohexylethane In tetrahydrofuran Schlenk technique; Inert atmosphere;

Reference： [1]Sheng, Cheng; Ling, Zheng; Xiao, Junzhe; Yang, Kai; Xie, Fang; Ma, Shengming; Zhang, Wanbin [Angewandte Chemie - International Edition, 2023, vol. 62, # 31][Angew. Chem., 2023, vol. 135, # 31]

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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.
P211	Do not spray on an open flame or other ignition source.
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.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
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P243	Take precautionary measures against static discharge.
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P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
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.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
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.
P373	DO NOT fight fire when fire reaches explosives.
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.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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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. 1647-26-3 ] {[proInfo.proName]}

Quality Control of [ 1647-26-3 ]

Related Doc. of [ 1647-26-3 ]

Product Details of [ 1647-26-3 ]

Calculated chemistry of [ 1647-26-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1647-26-3 ]

Application In Synthesis of [ 1647-26-3 ]

[ 1647-26-3 ] Synthesis Path-Upstream 1~11

[ 1647-26-3 ] Synthesis Path-Downstream 1~20

Related Functional Groups of [ 1647-26-3 ]

Aliphatic Cyclic Hydrocarbons

Bromides

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1647-26-3 ]