Triethylamine → HCID 54249603, compound

HRID 1602418Notes

Reaction equation

HRID 1602418 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][CH2:9][CH2:8][C:7]=2[C:11]=1[CH2:12][CH2:13][CH2:14][NH2:15].C(N(CC)CC)C.[CH:23]1([C:26](Cl)=[O:27])[CH2:25][CH2:24]1>CN(C)C=O.ClCCl>[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][CH2:9][CH2:8][C:7]=2[C:11]=1[CH2:12][CH2:13][CH2:14][NH:15][C:26]([CH:23]1[CH2:25][CH2:24]1)=[O:27]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 19611647HCID 19611647, compound

Product 1

HCID 54249603HCID 54249603, compoundYield 77.6%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-(5-bromo-2,3-dihydro-benzofuran-4-yl)-propylamine hydrochloride (100 mg), dimethylformamide (3 drops), triethylamine (0.35 ml) and dichloromethane (3 ml) was stirred in ice for 15 minutes. Cyclopropanecarbonyl chloride (36 mg) was added and stirring continued for 2 hours. The mixture was purified by chromatography on silica to give the title compound as a white solid (86 mg).

Workup

  1. stirringstirring
  2. waitcontinued for 2 hours
  3. customThe mixture was purified by chromatography on silica

Sources & evidence

ORD record
ord-216f835f19c040c2b6a1345839e0cd88
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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