Water → HCID 11676009, compound

HRID 896261Notes

Reaction equation

HRID 896261 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][C:5]1[S:9][C:8]([NH2:10])=[N:7][CH:6]=1.[C:12]1([C:18](Cl)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C.O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:11])[CH2:4][C:5]1[S:9][C:8]([NH:10][C:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[N:7][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6456Trityl chlorideHCID 8471TriethylamineHCID 963498(2-Amino-thiazol-5-yl)-acetic acid methyl ester

Product 1

HCID 11676009HCID 11676009, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl-(2-amino-1,3-thiazole-5-yl)acetate (1 g, 5.8 mmol) in CH2Cl2 (15 ml) was reacted with triphenylmethyl chloride (1.73 g, 6.2 mmol) and triethylamine (0.89 ml, 6.4 mmol) at 0° C. for 1.5 hour. Water was added to the mixture which was extracted with ethyl acetate, dried, purified by silica gel chromatography to give title compound (2.21 g, 91%).

Workup

  1. extractionwas extracted with ethyl acetate
  2. customdried
  3. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-aa23029c7ee6469980a3c9172cec0a85
Source dataset
uspto-grants-2005_07
Patent number
US06919338B2

Reaction notes

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