Water → 6-Bromo-pyrrolo[2,1-b]thiazole-7-carboxylic acid ethyl ester

HRID 2064784Notes

Reaction equation

HRID 2064784 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH2:9]([O:11][C:12]([C:14]1[CH:15]=[CH:16][N:17]2[CH:21]=[CH:20][S:19][C:18]=12)=[O:13])[CH3:10].O>C(Cl)Cl>[CH2:9]([O:11][C:12]([C:14]1[C:15]([Br:1])=[CH:16][N:17]2[CH:21]=[CH:20][S:19][C:18]=12)=[O:13])[CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 23643153pyrrolo[2,1-b]thiazole-7-carboxylic Acid Ethyl Ester

Product 1

HCID 593168206-Bromo-pyrrolo[2,1-b]thiazole-7-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-Bromosuccinimide (0.56 mmol) is added to a solution of pyrrolo[2,1-b]thiazole-7-carboxylic acid ethyl ester (0.56 mmol) in DCM (6.0 mL). After 30 min water (5.0 mL) is added, the layers are separated and the aqueous layer is extracted with DCM (5.0 mL). The combined organic layers are dried over Na SO and the solvents are removed in vacuo to give the desired product which is used without further purification. LC-MS: tR=1.02 min; [M+H]+=273.9.

Workup

  1. customthe layers are separated
  2. extractionthe aqueous layer is extracted with DCM (5.0 mL)
  3. customThe combined organic layers are dried over Na SO
  4. customthe solvents are removed in vacuo

Sources & evidence

ORD record
ord-97d7199ce04e49418ea37262e9f92b4f
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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