Potassium Carbonate → N-((1SR,4SR,7RS)-2-benzyl-2-azabicyclo[2.2.1]heptan-7-yl)-1H-indazol-5-amine

HRID 445123노트

반응식

HRID 445123 반응식
[CH2:1]([N:8]1[CH2:13][CH:12]2[CH:14]([NH:15][C:16]3[CH:17]=[C:18]4[C:22](=[CH:23][CH:24]=3)[N:21](C(=O)C(C)(C)C)[N:20]=[CH:19]4)[CH:9]1[CH2:10][CH2:11]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:1]([N:8]1[CH2:13][CH:12]2[CH:14]([NH:15][C:16]3[CH:17]=[C:18]4[C:22](=[CH:23][CH:24]=3)[NH:21][N:20]=[CH:19]4)[CH:9]1[CH2:10][CH2:11]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 67234529HCID 67234529, 화합물

생성물 1

HCID 53246934N-((1SR,4SR,7RS)-2-benzyl-2-azabicyclo[2.2.1]heptan-7-yl)-1H-indazol-5-amine수율 50%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-(5-((1SR,4SR,7RS)-2-benzyl-2-azabicyclo[2.2.1]heptan-7-ylamino)-1H-indazol-1-yl)-2,2-dimethylpropan-1-one (the intermediate benzyl compound of Example 11, 175 mg, 0.44 mmol) in methanol (2.5 mL) was treated with potassium carbonate (72 mg, 0.52 mmol), and the mixture was stirred for 18 h. The mixture was partitioned between ethyl acetate and water, and the organic phase was dried over sodium sulfate and evaporated to a residue. Chromatography of the residue on silica gel afforded the title compound (70 mg, 50%). 1H NMR (CDCl3) δ 9.80 (br s, 1H), 7.88 (s, 1H), 7.39-7.21 (m, 6H), 6.92-6.85 (m, 2H), 3.80 (m, 1H), 3.63 (s, 1H), 3.16-3.12 (m, 2H), 2.40-2.37 (m, 1H), 2.04-1.96 (m, 2H), 1.85-1.76 (m, 2H), 1.60-1.40 (m, 2H)

후처리

  1. customThe mixture was partitioned between ethyl acetate and water
  2. dry with materialthe organic phase was dried over sodium sulfate
  3. customevaporated to a residue

출처 및 근거

ORD 기록
ord-c4d45f21f1364109bcd3944cf64634e8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476295B2

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