Ammonium Acetate → 4-Amino-1-[2-(6-methoxy-quinazolin-4-yl)-ethyl]-cyclohexanol

HRID 1354209ノート

反応式

HRID 1354209 の反応式
C([O-])(=O)C.[NH4+:5].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH:20][C:21]1([CH2:28][CH2:29][C:30]2[C:39]3[C:34](=[CH:35][CH:36]=[C:37]([O:40][CH3:41])[CH:38]=3)[N:33]=[CH:32][N:31]=2)[CH2:26][CH2:25][C:24](=O)[CH2:23][CH2:22]1>CO>[NH2:5][CH:24]1[CH2:25][CH2:26][C:21]([CH2:28][CH2:29][C:30]2[C:39]3[C:34](=[CH:35][CH:36]=[C:37]([O:40][CH3:41])[CH:38]=3)[N:33]=[CH:32][N:31]=2)([OH:20])[CH2:22][CH2:23]1

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 211046484-Hydroxy-4-[2-(6-methoxyquinazolin-4-yl)-ethyl]cyclohexanone

生成物 1

HCID 211046374-Amino-1-[2-(6-methoxy-quinazolin-4-yl)-ethyl]-cyclohexanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Ammonium acetate (14 g, 44 mmol) and sodium triacetoxyborohydride (1.2 g, 5 mmol) were added to a solution of 4-hydroxy-4-[2-(6-methoxy-quinazolin-4-yl)-ethyl]-cyclohexanone (1.25 g, 4.2 mmol) in methanol (50 ml). The reaction mixture was stirred overnight and concentrated to dryness by rotary evaporation. The residue was diluted with water (100 ml) and dichloromethane (100 ml), the phases were separated and the aqueous phase was extracted twice using 50 ml of dichloromethane each time. The combined organic phases were dried over Na2SO4, filtered and concentrated to dryness by rotary evaporation.

後処理

  1. concentrationconcentrated to dryness by rotary evaporation
  2. additionThe residue was diluted with water (100 ml) and dichloromethane (100 ml)
  3. customthe phases were separated
  4. extractionthe aqueous phase was extracted twice
  5. dry with materialThe combined organic phases were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness by rotary evaporation

出典と根拠

ORDレコード
ord-9613ea9612c14e66979c1bfb552c9615
出典データセット
uspto-grants-2007_05
特許番号
US07223776B2

反応ノート

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