769124-05-2|2-Ethylthiazole-4-carboxylic acid| Ambeed

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Quality Control of [ 769124-05-2 ] Purity: 98+% SDS Specification

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Product Details of [ 769124-05-2 ]

CAS No. :	769124-05-2
Formula :	C₆H₇NO₂S
M.W :	157.19
SMILES Code :	O=C(C1=CSC(CC)=N1)O
MDL No. :	MFCD09258842
InChI Key :	NMBMFJUWTJAVBG-UHFFFAOYSA-N
Pubchem ID :	25218855

Safety of [ 769124-05-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 769124-05-2 ]

* 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 [ 769124-05-2 ]

[ 769124-05-2 ] Synthesis Path-Downstream 1~17

1
[ 76706-67-7 ]
[ 769124-05-2 ]

Yield	Reaction Conditions	Operation in experiment
		Step (b) 2-ethylthiazole-4-carboxylic acidLithium hydroxide (1.405 g, 58.68 mmol) in water (13.75 mL) was sonicated for 10 min before being added to a stirred mixture of ethyl 2-ethylthiazole-4-carboxylate (2.78 g, 15.01 mmol) in THF (55 mL). The reaction was stirred art RT overnight. The solution was diluted with water and extracted with EtOAc (x3). The organic extracts were discarded. The aqueous was acidified with 2M HCl and extracted with EtOAc (x3). The combined organic layers were washed with brine, dried over magnesium sulphate, filtered and evaporated in vacuo to give the sub-title compound as a brown oil which solidified on standing to give a waxy solid. Yield: 1.02 g1H NMR (400 MHz, CDCl3) delta 8.17 (s, IH), 5.65 - 5.55 (m, IH), 3.11 (q, J= 7.5 Hz, 2H), 1.43 (t, J= 7.6 Hz, 3H).

References: [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 3491 - 3495.
[2]Patent: WO2009/144494,2009,A1 .Location in patent: Page/Page column 133.

2
[ 769124-05-2 ]
2-ethyl-thiazole-4-carbonyl chloride [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 3491 - 3495.

3
[ 769124-05-2 ]
2-ethyl-thiazole-4-carbonyl azide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 3491 - 3495.

4
N-((1s,4s)-4-aminocyclohexyl)-2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamide [ No CAS ]
[ 769124-05-2 ]
N-((1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-2-ethylthiazole-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU; In acetonitrile; at 25.0℃; for 0.166667h;Inert atmosphere;	Step (c) N-((ls,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)biphenyl-3- yloxy)-5-fluoronicotinamido)cyclohexyl)-2-ethylthiazole-4-carboxamideHATU (0.060 g, 0.16 mmol) was added in one portion to N-((ls,4s)-4-aminocyclohexyl)-2- (4'-(((3 S ,5R)-3 ,5 -dimethylpiperazin- 1 -yl)methyl)biphenyl-3 -yloxy)-5 -fluoronicotinamide (0.08 g, 0.15 mmol), <strong>[769124-05-2]2-ethylthiazole-4-carboxylic acid</strong> (0.021 g, 0.13 mmol) and DIPEA (0.069 mL, 0.40 mmol) in acetonitrile (1 mL) at 250C under nitrogen. The resulting solution was stirred at 25 0C for 10 min. The reaction mixture was concentrated and diluted with EtOAc, and washed sequentially with saturated NaHCO3, saturated brine and water. The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by preparative HPLC on a Waters X-Bridge column using a 95- 5% gradient of aqueous 0.1% TFA in acetonitrile as eluent. The fractions containing the desired compound were freeze-dried to afford the title compound as a white fluffy solid. Yield: 59 mg1H NMR (400 MHz, DMSO) delta 8.36 (d, J= 7.4 Hz, IH), 8.26 (d, J= 3.1 Hz, IH), 8.11 (s, IH), 8.05 (dd, J= 7.8, 3.1 Hz, 2H), 7.67 (d, J= 8.2 Hz, 2H), 7.57 - 7.49 (m, 4H), 7.44 (d, J= 7.9 Hz, <n="135"/>2H), 7.24 - 7.19 (m, IH), 3.43 - 3.39 (m, 2H), 3.17 - 3.15 (m, 2H), 2.98 (q, J= 7.5 Hz, 2H), 2.52 - 2.49 (m, 4H), 2.34 - 2.31 (m, 2H), 1.77 - 1.67 (m, 8H), 1.29 (t, J= 7.6 Hz, 3H), 1.20 (d, J= 6.4 Hz, 6H). MS: [M+H]+=671.2 (calc=671.3179) (MultiMode+)

References: [1]Patent: WO2009/144494,2009,A1 .Location in patent: Page/Page column 133-134.

5
C₁₅H₂₁ClN₂O [ No CAS ]
[ 769124-05-2 ]
[ 1261242-65-2 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 7458 - 7461.

6
[ 769124-05-2 ]
(2-ethylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate [ No CAS ]

References: [1]Patent: US2011/53909,2011,A1 .

7
[ 769124-05-2 ]
[ 1263265-08-2 ]

References: [1]Patent: US2011/53909,2011,A1 .

8
[ 769124-05-2 ]
[ 1263265-64-0 ]