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Acetic Acid → HCID 89851602, 화합물

HRID 1746921
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HRID 1746921 반응식
Cl.[NH2:2][C:3](=[O:32])[CH:4]([OH:31])[CH:5]([NH:13][C:14](=[O:30])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][C:16]=1[N:21]1[CH:29]=[C:28]2[C:23]([CH2:24][NH:25][CH2:26][CH2:27]2)=[N:22]1)[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CO.[C:35](O)(=O)[CH3:36]>>[NH2:2][C:3](=[O:32])[CH:4]([OH:31])[CH:5]([NH:13][C:14](=[O:30])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][C:16]=1[N:21]1[CH:29]=[C:28]2[C:23]([CH2:24][N:25]([CH2:35][CH3:36])[CH2:26][CH2:27]2)=[N:22]1)[CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1
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참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 887MethanolHCID 89851640HCID 89851640, 화합물

생성물 1

HCID 89851602HCID 89851602, 화합물수율 54.3%

실험 절차

To a solution of N-(4-amino-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(4,5,6,7-tetrahydro-2H-pyrazolo[3,4-c]pyridin-2-yl)nicotinamide hydrochloride (210 mg, 0.460 mmol) in methanol (15 ml) first acetaldehyde (150 μL, 2.66 mmol) and after 30 minutes NaCN(BH4)4 (40 mg, 0.637 mmol) and glacial acetic acid (20 μL, 0.349 mmol) were added and stirred over night. The mixture was concentrated, 20 mL of water, 10 mL NaHCO3-solution and 20 mL of dichloromethane added, the organic layer separated, washed 2× with water, dried with MgSO4, filtered and concentrated to give 85 mg of an amorphous solid; ESI-MS [M+H]+: 449.2.

후처리

  1. concentrationThe mixture was concentrated
  2. addition20 mL of water, 10 mL NaHCO3-solution and 20 mL of dichloromethane added
  3. customthe organic layer separated
  4. washwashed 2× with water
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d4bcbe0dd45842dbb4a128bc4bcf7b8d
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150545B2

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