4-Amino-2,2,6,6-tetramethylpiperidine → 3-(4-(2-Chlorophenyl)-9-methoxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)-N-(2,2,6,6-tetramethyl-4-piperidinyl)propanamide

HRID 11113

반응식

HRID 11113 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]([OH:31])=O)[C:10]=2[CH:9]=1.[C:32](Cl)(=O)C(Cl)=O.[NH2:38][CH:39]1[CH2:44][C:43]([CH3:46])([CH3:45])[NH:42][C:41]([CH3:48])([CH3:47])[CH2:40]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]([NH:38][CH:39]3[CH2:40][C:41]([CH3:48])([CH3:47])[NH:42][C:43]([CH3:46])([CH3:45])[CH2:44]3)=[O:31])[C:10]=2[CH:9]=1

참가 물질

4

반응물 3

HCID 375244-Amino-2,2,6,6-tetramethylpiperidineHCID 65578Oxalyl chlorideHCID 103428973-(4-(2-Chlorophenyl)-9-hydroxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6(1h)-yl)propanoic acid

생성물 1

HCID 867602093-(4-(2-Chlorophenyl)-9-methoxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)-N-(2,2,6,6-tetramethyl-4-piperidinyl)propanamide수율 72%

실험 절차

Reaction of acid (117) prepared as described in example 230 with oxalyl chloride followed by 4-amino-(2,2,6,6-tetramethyl)piperidine using the procedure described in example 207 gave the amide (124) (72%) as a yellow powder, mp 155–160° C. (dec). 1H NMR δ [(CD3)2SO] 11.12 (br, 1H), 8.51 (d, J=2.6 Hz, 1H), 7.78 (s, 1H), 7.67 (d, J=9.0 Hz, 1H), 7.59–7.44 (m, 6H), 7.31 (dd, J=9.0, 2.6 Hz, 1H), 4.71 (m, 2H), 3.90 (s, 3H), 3.82 (m, 1H), 2.52 (t, J=6.2 Hz, 2H), 1.26 (m, 1H), 1.10 (m, 1H), 1.03 (s, 3H), 1.02 (s, 3H), 0.91 (s, 3H), 0.96 (s, 3H), 0.64 (t, J=12.3 Hz, 1H), 0.53 (t, J=12.3 Hz, 1H). Found: C, 64.37; H, 5.97; N, 9.20. C33H35ClN4O4.1.5H2O requires C, 64.54; H, 6.24; N, 9.12.

후처리

  1. customprepared

출처 및 근거

ORD 기록
ord-87762ef3bc394568a794bebe60f282eb
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094798B1

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