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

HRID 75689ノート

反応式

HRID 75689 の反応式
[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.C12C(NC3C=C4C(=CC=3)N(C(=O)C(C)(C)C)N=C4)C(CC1)CN2.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

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 58306368HCID 58306368、化合物HCID 67234529HCID 67234529、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-26aac5d1bcf0442bbeca6bf7447b2d2e
出典データセット
uspto-grants-2014_09
特許番号
US08835457B2

反応ノート

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