1-Phenylisatin → 3-[(6-Chloro-3-pyridinyl)imino]-1-phenyl-1,3-dihydro-2H-indol-2-one

HRID 252299

반응식

[C:1]1([N:7]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:10](=O)[C:8]2=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:18][C:19]1[CH:20]=[CH:21][C:22]([Cl:25])=[N:23][CH:24]=1>>[Cl:25][C:22]1[N:23]=[CH:24][C:19]([N:18]=[C:10]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:8]2=[O:9])=[CH:20][CH:21]=1

참가 물질

반응물 2

HCID 128841-Phenylisatin

HCID 793055-Amino-2-chloropyridine

생성물 1

HCID 99969593-[(6-Chloro-3-pyridinyl)imino]-1-phenyl-1,3-dihydro-2H-indol-2-one수율 59%

반응 조건

온도: 140 °C

실험 절차

1-phenylisatin (23.0 mg, 0.10 mmol) and 5-amino-2-chloropyridine (12.8 mg, 0.10 mmol) were mixed and heated at 140° C. for 7 h. The resulting crude product was purified by preparative TLC using hexane/ethyl acetate (8:2) as the eluent, giving the desired product as a yellow solid (19.7 mg, 59%). 1H NMR (400 MHz) δ 8.15 (d, J=8, 1H), 7.6-7.2 (m, 9H), 6.85-6.75 (m, 2H); ESI-MS m/z found 334 (MH+).

후처리

customThe resulting crude product was purified by preparative TLC

출처 및 근거

ORD 기록: ord-f3356c5cc72644b7b289382bf47f7e42
출처 데이터셋: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07868034B2

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