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

HRID 560326Notes

Reaction equation

HRID 560326 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-8735609697ce4b149fb6ff917619438a
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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