Triethylamine → 3-{[5-(Methylsulfanyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate

HRID 341275

Reaction equation

HRID 341275 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11](Cl)=[O:12])[CH:6]=1)(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:21][S:22][C:23]1[S:27][C:26]([NH2:28])=[N:25][CH:24]=1>C1COCC1>[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11](=[O:12])[NH:28][C:26]2[S:27][C:23]([S:22][CH3:21])=[CH:24][N:25]=2)[CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 3516785-(Methylthio)thiazol-2-amineHCID 129985583-(Chlorocarbonyl)phenyl acetate

Product 1

HCID 575718763-{[5-(Methylsulfanyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetateYield 65%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Following the procedure for the synthesis of example 85, intermediate 511 (0.815 g, 4.10 mmol) dissolved in dry THF (25.0 mL), triethylamine (0.572 mL, 4.10 mmol), and 512 (0.500 g, 3.42 mmol) dissolved in dry THF (10.0 mL) gave 77 (0.681 g, 65%) as a tan solid.

Sources & evidence

ORD record
ord-2805f66cb8354932ab7ef9fc5b493bb3
Source dataset
uspto-grants-2014_11
Patent number
US08895752B2

Linked notes

Loading…