Triethylamine → Cyclobutanecarboxylic acid [3-(2,3-dihydro-benzofuran-4-yl)-propyl]-amide

HRID 1602423Notes

Reaction equation

HRID 1602423 reaction equation
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]=2[CH2:4][CH2:3]1.C(N(CC)CC)C.[CH:22]1([C:26](Cl)=[O:27])[CH2:25][CH2:24][CH2:23]1>ClCCl>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH2:11][CH2:12][CH2:13][NH:14][C:26]([CH:22]3[CH2:25][CH2:24][CH2:23]3)=[O:27])[C:5]=2[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 78705Cyclobutanecarbonyl chlorideHCID 196116703-(2,3-Dihydro-benzofuran-4-yl)-propylamine hydrochloride

Product 1

HCID 54193757Cyclobutanecarboxylic acid [3-(2,3-dihydro-benzofuran-4-yl)-propyl]-amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3-(2,3-Dihydro-benzofuran-4-yl)-propylamine hydrochloride (100 mg) was suspended in dichloromethane (3 ml) containing triethylamine (0.33 ml) and cooled in ice. A solution of cyclobutanecarbonyl chloride (0.054 ml) in dichloromethane (1 ml) was added and the mixture stirred in ice for 3 h. The mixture was purified by elution through a solid phase extraction cartridge to give the title compound as a white solid (110 mg).

Workup

  1. temperaturecooled in ice
  2. customThe mixture was purified by elution through a solid phase extraction cartridge

Sources & evidence

ORD record
ord-3c73d1a5ebca4a56818ef05b8b292a70
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

Loading…