2-(Methylsulfonyl)ethanamine → (4-Phenoxyphenyl)-(7-(5-(2-(methanesulphonyl)ethylaminomethyl)furan-2-yl)-quinolin-4-yl)amine

HRID 51151

반응식

HRID 51151 반응식
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][C:21]([C:25]4[O:29][C:28]([CH:30]=O)=[CH:27][CH:26]=4)=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:32][S:33]([CH2:36][CH2:37][NH2:38])(=[O:35])=[O:34]>>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][C:21]([C:25]4[O:29][C:28]([CH2:30][NH:38][CH2:37][CH2:36][S:33]([CH3:32])(=[O:35])=[O:34])=[CH:27][CH:26]=4)=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

3

반응물 2

HCID 43405612-(Methylsulfonyl)ethanamineHCID 219519195-(4-(4-Phenoxyphenylamino)-quinolin-7-yl)furan-2-carbaldehyde

생성물 1

HCID 21952211(4-Phenoxyphenyl)-(7-(5-(2-(methanesulphonyl)ethylaminomethyl)furan-2-yl)-quinolin-4-yl)amine

실험 절차

5-(4-(4-phenoxyphenylamino)-quinolin-7-yl)furan-2-carbaldehyde (0.05 g) was reacted with 2-(methanesulphonyl)ethylamine (0.075 g) according to procedure D. Acidification with acetic acid (0.5 ml) followed by purification using a ion-exchange (SCX) Bond Elut™ cartridge, eluting with methanol-ammonia (9:1), concentration and trituration with diethylether afforded an off-white solid; δH [2H6]DMSO 8.44 (1H, d), 8.41 (1H, d), 8.11 (1H, s), 7.85 (1H, d), 7.44-7.35 (4H, m), 7.18-7.03 (6H, m), 6.79 (1H, d), 6.47 (1H, d), 3.82 (2H, s), 3.01 (2H, t); m/z 514 (M+1)+.

후처리

  1. customAcidification with acetic acid (0.5 ml) followed by purification
  2. washeluting with methanol-ammonia (9:1), concentration and trituration with diethylether
  3. customafforded an off-white solid

출처 및 근거

ORD 기록
ord-50e8e15e152047b0bccb03b0deaa32b8
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713485B2

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