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Acetic Acid → 2-[3-(difluoromethyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]imidazo[4,5-d]dipyrido[2,3-b: 4',3'-f]azepin-3(8H)-ol

HRID 75220
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HRID 75220 반응식
[N:1]1[C:6]2[NH:7][C:8]3[CH:18]=[N:17][CH:16]=[CH:15][C:9]=3/[C:10](=[N:13]/[OH:14])/[C:11](=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C([O-])(=O)C.[NH4+:23].[F:24][CH:25]([F:40])[C:26]1[C:30]([CH:31]=O)=[C:29]([CH3:33])[N:28]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][O:35]2)[N:27]=1.C(O)(=O)C>>[F:24][CH:25]([F:40])[C:26]1[C:30]([C:31]2[N:13]([OH:14])[C:10]3[C:9]4[CH:15]=[CH:16][N:17]=[CH:18][C:8]=4[NH:7][C:6]4[N:1]=[CH:2][CH:3]=[CH:4][C:5]=4[C:11]=3[N:23]=2)=[C:29]([CH3:33])[N:28]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][O:35]2)[N:27]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 866132733-(difluoromethyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carbaldehydeHCID 178516816HCID 178516816, 화합물

생성물 1

HCID 668871612-[3-(difluoromethyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]imidazo[4,5-d]dipyrido[2,3-b: 4',3'-f]azepin-3(8H)-ol

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온도
80 °C

실험 절차

A mixture of (6Z)-5H-dipyrido[2,3-b:4′,3′-f]azepine-5,6(11H)-dione 6-oxime (1.00 g, 4.16 mmol), ammonium acetate (6.00 g, 77.8 mmol) and 3-(difluoromethyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carbaldehyde (2.50 g, 8.19 mmol) in acetic acid (6.0 mL, 0.106 mol) was stirred at 80° C. for 2 h. The reaction was partitioned between dichloromethane/isopropanol (5:1) and water and the organic extract was washed with NaHCO3, brine, dried (MgSO4) and concentrated in vacuo. The residue was used in the next reaction without purification. Mass spec: (EI) m/z=466 (M+1).

후처리

  1. customThe reaction was partitioned between dichloromethane/isopropanol (5:1) and water
  2. extractionthe organic extract
  3. washwas washed with NaHCO3, brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was used in the next reaction without purification

출처 및 근거

ORD 기록
ord-85aec97017a7463cbd169e154813a481
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08835423B2

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