Water → methyl (+/-)-(cis)-(7-bromo-8,12-difluoro-1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)carbamate

HRID 1668356ノート

反応式

HRID 1668356 の反応式
B.[Br:2][C:3]1[C:28]([F:29])=[CH:27][C:6]2[O:7][C:8]3[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:9]=3[C@H:10]3[C@H:15]([NH:16][C:17](=[O:20])[O:18][CH3:19])[CH2:14][CH2:13][C:12](=O)[N:11]3[C:5]=2[CH:4]=1.O>C1COCC1.C(OCC)(=O)C>[Br:2][C:3]1[C:28]([F:29])=[CH:27][C:6]2[O:7][C:8]3[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:9]=3[C@H:10]3[C@H:15]([NH:16][C:17](=[O:20])[O:18][CH3:19])[CH2:14][CH2:13][CH2:12][N:11]3[C:5]=2[CH:4]=1

参加物

6

反応物 3

HCID 962WaterHCID 6331BoraneHCID 86619615methyl (+/-)-(cis)-(7-bromo-8,12-difluoro-1,3,4,14b-tetrahydro-4-oxo-2H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)carbamate

生成物 1

HCID 86619614methyl (+/-)-(cis)-(7-bromo-8,12-difluoro-1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)carbamate収率 100%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
30 °C

実験手順

Borane (1.0 M in THF, 38.3 mL, 38.3 mmol) was added dropwise to a stirred solution of methyl (±)-(cis)-(7-bromo-8,12-difluoro-1,3,4,14b-tetrahydro-4-oxo-2H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)carbamate (38.2 mmol) in THF (200 mL). The resulting mixture was stirred at 30° C. for 1 h. Subsequently, water was added dropwise until evolution of gas ceased. The resulting mixture was stirred for 1 h and then diluted with ethyl acetate (300 mL) and washed with brine. After drying (Na2SO4) the solvent was evaporated under reduced pressure to yield the crude title compound (16.7 g, 100%). (m/z)=439+441 (M+H)+.

後処理

  1. stirringThe resulting mixture was stirred for 1 h
  2. washwashed with brine
  3. dry with materialAfter drying (Na2SO4) the solvent
  4. customwas evaporated under reduced pressure

出典と根拠

ORDレコード
ord-a157d25e50324c6e8598cc2405a31107
出典データセット
uspto-grants-2011_08
特許番号
US07989442B2

反応ノート

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