Ethanesulfonyl chloride → 6,7-dichloro-4-(3-(4-(ethylsulfonyl)piperazine-1-carbonyl)-4-fluorobenzyl)pyrrolo[1,2-a]pyrazin-1(2H)-one

HRID 1172799

반응식

HRID 1172799 반응식
[Cl:1][C:2]1[N:6]2[C:7]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([F:19])=[C:15]([C:20]([N:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)=[O:21])[CH:14]=3)=[CH:8][NH:9][C:10](=[O:11])[C:5]2=[CH:4][C:3]=1[Cl:28].[CH2:29]([S:31](Cl)(=[O:33])=[O:32])[CH3:30].CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:1][C:2]1[N:6]2[C:7]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([F:19])=[C:15]([C:20]([N:22]4[CH2:23][CH2:24][N:25]([S:31]([CH2:29][CH3:30])(=[O:33])=[O:32])[CH2:26][CH2:27]4)=[O:21])[CH:14]=3)=[CH:8][NH:9][C:10](=[O:11])[C:5]2=[CH:4][C:3]=1[Cl:28]

참가 물질

5

반응물 3

HCID 11667Ethanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 462297546,7-dichloro-4-(4-fluoro-3-(piperazine-1-carbonyl)benzyl)pyrrolo[1,2-a]pyrazin-1(2H)-one

생성물 1

HCID 462303766,7-dichloro-4-(3-(4-(ethylsulfonyl)piperazine-1-carbonyl)-4-fluorobenzyl)pyrrolo[1,2-a]pyrazin-1(2H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of Example 16, P1 in DMF (0.3 M), was added ethanesulfonyl chloride (1 eq) and DIPEA (1 eq). The resulting mixture was stirred for 1 hour at RT. The product was isolated by purification at preparative-HPLC. 1H NMR (400 MHz, DMSO-d6) δ: 10.91 (1H, m, J=5.6 Hz), 7.38-7.18 (3H, m), 7.14 (1H, s), 6.57 (1H, m, J=5.8 Hz), 4.37 (2H, m), 3.87-3.54 (4H, m), 3.31-3.18 (4H, m), 3.05 (2H, q, J=7.41 Hz), 1.21 (3H, t, J=7.20 Hz). MS (ES) C21H21Cl2FN4O4S requires: 514/516, found: 515/517 (M+H)+.

후처리

  1. customThe product was isolated by purification at preparative-HPLC

출처 및 근거

ORD 기록
ord-24691210106c43c2906dd46c80b5e14d
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834015B2

연결된 노트

불러오는 중…