2-methoxy-5-methyl-3-nitro-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine → HCID 23654286, 화합물

HRID 597933노트

반응식

HRID 597933 반응식
[CH3:1][O:2][C:3]1[C:4]([N+:21]([O-])=O)=[CH:5][C:6]2[CH:12]([CH3:13])[CH2:11][N:10]([C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])[CH2:9][CH2:8][C:7]=2[N:20]=1>CCO.[Pd]>[CH3:1][O:2][C:3]1[C:4]([NH2:21])=[CH:5][C:6]2[CH:12]([CH3:13])[CH2:11][N:10]([C:14](=[O:19])[C:15]([F:18])([F:16])[F:17])[CH2:9][CH2:8][C:7]=2[N:20]=1

참가 물질

4

반응물 1

HCID 236542852-methoxy-5-methyl-3-nitro-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine

생성물 1

HCID 23654286HCID 23654286, 화합물수율 96.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

The nitro group of 2-methoxy-5-methyl-3-nitro-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine (40.0 mg, 120 μmol) of was reduced with 10% Pd/C in EtOH (5 ml) under H2 (1 attn). After 2 h of stirring at room temperature, the reaction mixture was filtered through a pad of Celite and rinsed with MeOH. 2-methoxy-5-methyl-7-(trifluoroacetyl)-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepin-3-amine (35 mg, 96%) was obtained after removal of solvent. MS (ESI) m/z 304. Removal of the trifluoroacetyl group was carried out as described above and gave 21.0 mg (88%) of 2-methoxy-5-methyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepin-3-amine. 1H-NMR (CDCl3) δ 6.72 (s, 1H), 3.93 (s, 3H), 3.20-2.80 (m, 6H), 2.74 (dd, 1H), 2.76 (1H), 1.28 (d, 3 H) ppm.

후처리

  1. filtrationthe reaction mixture was filtered through a pad of Celite
  2. washrinsed with MeOH

출처 및 근거

ORD 기록
ord-54170ecc164a418785f064023c6d2065
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897595B2

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