Ammonium Chloride → HCID 19787913、化合物

HRID 1656509ノート

反応式

HRID 1656509 の反応式
[C:1]([NH:4][C:5]1[C:10](=[O:11])[N:9]([CH2:12][C:13]([NH:15][CH:16]([CH:30]([CH3:32])[CH3:31])[CH:17]([O:22][Si](C(C)(C)C)(C)C)[C:18]([F:21])([F:20])[F:19])=[O:14])[C:8]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[N:7][CH:6]=1)(=[O:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl-].[NH4+]>O1CCCC1>[C:1]([NH:4][C:5]1[C:10](=[O:11])[N:9]([CH2:12][C:13]([NH:15][CH:16]([CH:30]([CH3:31])[CH3:32])[CH:17]([OH:22])[C:18]([F:20])([F:21])[F:19])=[O:14])[C:8]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[N:7][CH:6]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 19787874HCID 19787874、化合物

生成物 1

HCID 19787913HCID 19787913、化合物収率 87.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(5-acetamido-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide (0.86 g) in tetrahydrofuran (15 mL) at 0° C. was added tetrabutylammonium fluoride (1.95 mL, 1M in tetrahydrofuran) and the resulting solution was allowed to stir for 5 min. The mixture was poured into saturated aqueous ammonium chloride and the product extracted into ethyl acetate. The organic solution was washed (water), dried, and evaporated. The resulting white solid was collected and washed with ether:hexane to provide 2-(5-acetamido-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl)-N-(3,3,3-trifluoro-1-isopropyl-2-hydroxypropyl)acetamide (0.6 g); NMR: 8.87 (s,1), 8.07 (d,1), 7.57 (m,5), 4.62 (d,1), 4.42 (d,1), 4.10 (m,1), 3.68 (t,1), 2.18 (s,3), 1.80 (m,1), 0.89 (d,3), 0.82 (d,3).

後処理

  1. extractionthe product extracted into ethyl acetate
  2. washThe organic solution was washed (water)
  3. customdried
  4. customevaporated
  5. customThe resulting white solid was collected
  6. washwashed with ether

出典と根拠

ORDレコード
ord-5a0cd7e0a8e4419993e4bb4f57cd1502
出典データセット
uspto-grants-1993_10
特許番号
US05254558

反応ノート

読み込み中…