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Water → N-[(3RS)-1-{(3-azabicyclo[3.2.2]non-3-yl)-carbonylmethyl}-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-trifluoromethylphenyl)urea

HRID 963516
ノート
印刷プレビュー

反応式

HRID 963516 の反応式
[CH:1]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:10]([CH2:12][N:13]1[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[C:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[F:30])=[N:16][CH:15]([NH2:31])[C:14]1=[O:32])=[O:11])[CH2:2]2.[F:33][C:34]([F:55])([F:54])[C:35]1[CH:36]=[C:37]([NH:41][C:42](=O)[O:43]C2C=CC([N+]([O-])=O)=CC=2)[CH:38]=[CH:39][CH:40]=1.C(N(CC)CC)C.O>CN(C)C=O.C(OC(C)C)(C)C>[CH:5]12[CH2:8][CH2:9][CH:1]([CH2:7][CH2:6]1)[CH2:2][N:3]([C:10]([CH2:12][N:13]1[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[C:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[F:30])=[N:16][CH:15]([NH:31][C:42]([NH:41][C:37]3[CH:38]=[CH:39][CH:40]=[C:35]([C:34]([F:33])([F:54])[F:55])[CH:36]=3)=[O:43])[C:14]1=[O:32])=[O:11])[CH2:4]2
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 19081160(3RS)-1-{(3-azabicyclo[3.2.2]non-3-yl)-carbonylmethyl}-3-amino-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-oneHCID 190813254-nitrophenyl N-(3-trifluoromethylphenyl)carbamate

生成物 1

HCID 19081333N-[(3RS)-1-{(3-azabicyclo[3.2.2]non-3-yl)-carbonylmethyl}-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-trifluoromethylphenyl)urea
収率 87%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 7914Diisopropyl Ether溶媒

実験手順

To a solution of (3RS)-1-{(3-azabicyclo[3.2.2]non-3-yl)-carbonylmethyl}-3-amino-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one (100mg) and 4-nitrophenyl N-(3-trifluoromethylphenyl)carbamate (90.1 mg) in dimethylformamide (2 ml) was added triethylamine (28 mg) under stirring at ambient temperature. The mixture was stirred for 3.5 hours under the same condition. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water three times and dried over magnesium sulfate. The solvent was removed in vacuo to give an amorphous mass, which was pulverized in diisopropyl ether under vigorous stirring. The resulting powder was collected by filtration and washed with diisopropyl ether to afford N-[(3RS)-1-{(3-azabicyclo[3.2.2]non-3-yl)-carbonylmethyl}-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-trifluoromethylphenyl)urea (124.4 mg).

後処理

  1. stirringThe mixture was stirred for 3.5 hours under the same condition
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water three times
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed in vacuo
  6. customto give an amorphous mass, which
  7. filtrationThe resulting powder was collected by filtration
  8. washwashed with diisopropyl ether

出典と根拠

ORDレコード
ord-ad7066b9110c45a18738f72280e621f7
出典データセット
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05763437

反応ノート

読み込み中…

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