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

HRID 1354209노트

반응식

HRID 1354209 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9613ea9612c14e66979c1bfb552c9615
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07223776B2

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