Cyclopropylamine → 3-chloro-N-cyclopropyl-4-fluorobenzamide

HRID 2097913노트

반응식

[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9](O)=[O:10]>>[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9]([NH:4][CH:1]1[CH2:3][CH2:2]1)=[O:10]

참가 물질

반응물 2

HCID 69828Cyclopropylamine

HCID 5209893-Chloro-4-fluorobenzoic acid

생성물 1

HCID 583243603-chloro-N-cyclopropyl-4-fluorobenzamide수율 89%

실험 절차

Using cyclopropylamine and 3-chloro-4-fluorobenzoic acid in the general procedure for coupling of amines to carboxylic acids, the title compound was obtained (89% yield) as a white solid. 1H NMR (DMSO-d6,400 MHz): δ=8.56 (d, J=3.5 Hz, 1 H), 8.03 (dd, J=7.3, 2.3 Hz, 1 H), 7.85 (ddd, J=8.6, 4.8, 2.3 Hz, 1 H), 7.52 (t, J=9.0 Hz, 1 H), 2.83 (tq, J=7.4, 3.9 Hz, 1 H), 0.66-0.75 (m, 2 H), 0.53-0.61 ppm (m, 2 H). ESI-MS: m/z 214.0 (M+H)1.

출처 및 근거

ORD 기록: ord-ffcb9e104ecb4da2b8ec44b61d4fd504
출처 데이터셋: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08450323B2

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