Oxalyl chloride → 4-(2-Chlorophenyl)-6-{3-[cis-3,5-dimethylpiperazinyl]-3-oxopropyl}-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

HRID 11115

반응식

HRID 11115 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:20]2[C:21](=[O:25])[NH:22][C:23](=[O:24])[C:19]=2[C:18]2[C:17]3[CH:16]=[C:15]([OH:26])[CH:14]=[CH:13][C:12]=3[N:11]([CH2:27][CH2:28][C:29](O)=[O:30])[C:10]=2[CH:9]=1.[C:32](Cl)(=O)C(Cl)=O.[CH3:38][C@H:39]1[CH2:44][NH:43][CH2:42][C@@H:41]([CH3:45])[NH:40]1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:20]2[C:21](=[O:25])[NH:22][C:23](=[O:24])[C:19]=2[C:18]2[C:17]3[CH:16]=[C:15]([O:26][CH3:32])[CH:14]=[CH:13][C:12]=3[N:11]([CH2:27][CH2:28][C:29]([N:43]3[CH2:42][C@H:41]([CH3:45])[NH:40][C@H:39]([CH3:38])[CH2:44]3)=[O:30])[C:10]=2[CH:9]=1

참가 물질

4

반응물 3

HCID 65578Oxalyl chlorideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazineHCID 103428973-(4-(2-Chlorophenyl)-9-hydroxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6(1h)-yl)propanoic acid

생성물 1

HCID 695839224-(2-Chlorophenyl)-6-{3-[cis-3,5-dimethylpiperazinyl]-3-oxopropyl}-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione수율 76%

실험 절차

Reaction of acid (117) prepared as described in example 230 with oxalyl chloride followed by cis-2,6-dimethylpiperazine using the procedure described in example 207 gave the amide (126) (76%) as a yellow powder, mp 168–173° C. (dec). 1H NMR δ [(CD3)2SO] 11.13 (br, 1H), 8.52 (d, J=2.6 Hz, 1H), 7.80 (s, 0.5H), 7.76 (s, 0.5H), 7.71 (m, 1H), 7.58 (m, 1H), 7.54–7.43 (m, 3H), 7.31 (dd, J=9.0, 2.6 Hz, 1H), 4.71 (m, 2H), 4.17 (m, 1H), 3.89 (s, 3H), 2.94 (m, 1H), 2.75 (m, 1H), 2.23 (m, 1H), 2.08 (m, 1H), 1.87 (m, 2H), 0.88, 0.86 (2d, J=5.9 Hz, 3H), 0.67 (d, J=6.1 Hz, 3H). Found: C, 64.03; H, 5.47, N, 9.72. C30H29ClN4O4.H2O requires C, 64.00; H, 5.55; N, 9.95.

후처리

  1. customprepared

출처 및 근거

ORD 기록
ord-bf82ca84eb494da698eff1c7d6330ab7
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094798B1

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