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Dimethylformamide → HCID 178461651、化合物

HRID 1691694
ノート
印刷プレビュー

反応式

HRID 1691694 の反応式
[C:1]([C:3]1[CH:8]=[C:7]([F:9])[C:6]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:12]([CH2:22][N:23]([C@@H:31]([C:33]3[C:42]4[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=4)[CH:36]=[CH:35][CH:34]=3)[CH3:32])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:11]2)=[C:5]([F:43])[CH:4]=1)#[N:2].[N-:44]=[N+:45]=[N-:46].[Na+].Cl.C(N(CC)CC)C.CN(C=O)C>O>[F:9][C:7]1[CH:8]=[C:3]([C:1]2[NH:46][N:45]=[N:44][N:2]=2)[CH:4]=[C:5]([F:43])[C:6]=1[N:10]1[CH2:15][CH2:14][CH:13]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:12]([CH2:22][N:23]([C@@H:31]([C:33]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[CH:36]=[CH:35][CH:34]=2)[CH3:32])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:11]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11130Triethylamine hydrochlorideHCID 33557Sodium AzideHCID 66905675tert-butyl {[1-(4-cyano-2,6-difluorophenyl)-4-phenylpiperidin-3-yl]methyl}[(1R)-1-(1-naphthyl)ethyl]carbamate

生成物 1

HCID 178461651HCID 178461651、化合物

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
120 °C

実験手順

A mixture of 185 mg of tert-butyl {[1-(4-cyano-2,6-difluorophenyl)-4-phenylpiperidin-3-yl]methyl}[(1R)-1-(1-naphthyl)ethyl]carbamate, 414 mg of sodium azide, 876 mg of triethylamine hydrochloride, and 4.0 mL of DMF was stirred at 120° C. overnight. The reaction mixture was cooled to room temperature, and water added thereto, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain tert-butyl ({1-[2,6-difluoro-4-(1H-tetrazol-5-yl)phenyl]-4-phenylpiperidin-3-yl}methyl)[(1R)-1-(1-naphthyl)ethyl]carbamate as a crude product (beige foamy substance, 208 mg). ESI+: 625

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materiala saturated aqueous sodium chloride solution in this order, and dried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-a72dc270815e4cd181eea7a69f81a27f
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08153658B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート