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

HRID 882787Notes

Reaction equation

HRID 882787 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 aq. layer is extracted with DCM (5.0 mL). The combined organic layers are dried over Na2SO4 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 aq. layer is extracted with DCM (5.0 mL)
  3. dry with materialThe combined organic layers are dried over Na2SO4
  4. customthe solvents are removed in vacuo

Sources & evidence

ORD record
ord-2b37122227e54a65864b2f97235ec5ec
Source dataset
uspto-grants-2012_08
Patent number
US08236801B2

Reaction notes

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