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

HRID 597933ノート

反応式

HRID 597933 の反応式
[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

参加物

4

反応物 1

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

生成物 1

HCID 23654286HCID 23654286、化合物収率 96.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-54170ecc164a418785f064023c6d2065
出典データセット
uspto-grants-2011_03
特許番号
US07897595B2

反応ノート

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