tert-Butyl bromoacetate → HCID 131728627, compound

HRID 255107Notes

Reaction equation

HRID 255107 reaction equation
[CH2:1]=[C:2]1[C:6](=[CH2:7])[S:5][C:4]([NH2:8])=[N:3]1.[C:9]([O:13][C:14](=[O:17])[CH2:15][Br:16])([CH3:12])([CH3:11])[CH3:10]>>[BrH:16].[C:9]([O:13][C:14](=[O:17])[CH2:15][N:3]1[C:2]([CH3:1])=[C:6]([CH3:7])[S:5][C:4]1=[NH:8])([CH3:12])([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 91550098HCID 91550098, compound

Product 1

HCID 131728627HCID 131728627, compound

Conditions

Temperature
85 °C

Procedure

A mixture of 4,5-dimethlyl-thiazol-2-ylamine (1.0 g, 7.8 mmol) and bromo-acetic acid tert-butyl ester (1.4 mL, 9.4 mmol) was heated at 85° C. for 14 hours and then cooled to ambient temperature. Recrystallization of the residue from ethyl acetate provided 2.9 g of a 4:1 mixture of the title compound to starting 4,5-dimethyl-thiazol-2-ylamine.

Workup

  1. temperaturecooled to ambient temperature
  2. customRecrystallization of the residue from ethyl acetate
  3. customprovided

Sources & evidence

ORD record
ord-bd4eda65742e4f5da9e6e5a25e434325
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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