Isobutyraldehyde → trans-N-(2-methylpropyl)-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine

HRID 16161

反応式

HRID 16161 の反応式
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[Cl:15][C:16]1[CH:35]=[CH:34][C:19]2[O:20][C:21]3[CH:33]=[CH:32][CH:31]=[CH:30][C:22]=3[C@@H:23]3[C@H:28]([NH2:29])[CH2:27][CH2:26][CH2:25][N:24]3[C:18]=2[CH:17]=1.[CH:36](=O)[CH:37]([CH3:39])[CH3:38]>C(Cl)Cl>[CH3:36][CH:37]([CH3:39])[CH2:38][NH:29][C@H:28]1[C@@H:23]2[N:24]([C:18]3[CH:17]=[C:16]([Cl:15])[CH:35]=[CH:34][C:19]=3[O:20][C:21]3[CH:33]=[CH:32][CH:31]=[CH:30][C:22]=32)[CH2:25][CH2:26][CH2:27]1

参加物

5

反応物 3

HCID 6561IsobutyraldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 70883458trans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine

生成物 1

HCID 86599869trans-N-(2-methylpropyl)-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine収率 121.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

After 10 min. stirring sodium triacetoxyborohydride (11 mg, 0.05 mmol) was added to trans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine (10 mg, 0.03 mmol) and isobutyraldehyde (3.45 mg, 0.03 mmol) in 1 mL of CH2Cl2 (pH=4). The resulting mixture was stirred at room temperature for 18 h. The mixture was evaporated and chromatographed on silica. Elution with CH2Cl2/methanol 8:2 gave trans-N-(2-methylpropyl)-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine (13 mg, 100%). Data: (m/z)=357 (M+H)+.

後処理

  1. customThe mixture was evaporated
  2. customchromatographed on silica
  3. washElution with CH2Cl2/methanol 8:2

出典と根拠

ORDレコード
ord-5b40de8771ea4a59a7d98d1340ebaefd
出典データセット
uspto-grants-2010_06
特許番号
US07737136B2

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