alpha-Bromocinnamaldehyde → 4-[1-(2-Bromo-3-phenyl-allyl)-piperidin-4-ylamino]-6-chloro-chromen-2-One

HRID 897197

반응식

HRID 897197 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7](=[O:12])[CH:6]=[C:5]2[NH:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.[Br:20][C:21](=[CH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:22]=O>>[Br:20][C:21](=[CH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:22][N:17]1[CH2:18][CH2:19][CH:14]([NH:13][C:5]2[C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=3)[O:8][C:7](=[O:12])[CH:6]=2)[CH2:15][CH2:16]1

참가 물질

3

반응물 2

HCID 21585alpha-BromocinnamaldehydeHCID 116376956-Chloro-4-(piperidin-4-ylamino)chromen-2-one

생성물 1

HCID 737123154-[1-(2-Bromo-3-phenyl-allyl)-piperidin-4-ylamino]-6-chloro-chromen-2-One수율 25.1%

실험 절차

According to Procedure A above, 6-chloro-4-(piperidin-4-ylamino)-chromen-2-one and 2-bromo-3-phenyl-propenal (0.046 g, 0.216 mmol) were allowed to react to give the title compound (0.0088 g, 25.1%, mono-TFA salt) as a off-white solid. 1H NMR (400 MHz, MeOH) δ ppm 8.15 (d, J=4, 1H), 7.72 (dd, J=4, 8, 1H), 7.60 (dd, J=4, 8, 1H), 7.39-7.49 (m, 4H), 7.33 (d, J=8, 2H), 5.47 (s, 1H), 4.40 (s, 2H), 3.86-3.97 (m, 1H), 3.64-3.78 (m, 2H), 3.27-3.41 (partially buried m, 2H), 2.30-2.44 (m, 2H), 2.01-2.18 (m, 2H); MS (ESI+Q1MS) m/z 475 [M+H]+

후처리

  1. customto react

출처 및 근거

ORD 기록
ord-e3d81e139d744e339dce9b5286976fb2
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921821B2

연결된 노트

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