Hydrazine hydrate (1:1) → HCID 136928086、化合物

HRID 64365ノート

反応式

HRID 64365 の反応式
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH:13]1[CH2:18][N:17]2[N:19]=[C:20]([C:25]3[CH:30]=[CH:29][C:28]([O:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[CH:27][CH:26]=3)[C:21]([C:22]([NH2:24])=[O:23])=[C:16]2[NH:15][CH2:14]1.O.NN>CO>[NH2:3][CH2:12][CH:13]1[CH2:18][N:17]2[N:19]=[C:20]([C:25]3[CH:30]=[CH:29][C:28]([O:31][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[CH:27][CH:26]=3)[C:21]([C:22]([NH2:24])=[O:23])=[C:16]2[NH:15][CH2:14]1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 1369280806-((1,3-Dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

生成物 1

HCID 136928086HCID 136928086、化合物収率 43.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

To a solution of 6-((1,3-dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide (200 mg, 0.40 mmol) in CH3OH (5 mL) was added hydrazine hydrate (1 mL, 80% of aqueous solution). The mixture was stirred at 70° C. under N2 for 4 hr, concentrated and purified by chromatography column on 5 g of silica gel eluting with DCM/CH3OH to afford 63 mg (43%) of 6-(aminomethyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide as colorless oil. MS (ESI) m/e [M+1]+ 363.9.

後処理

  1. concentrationconcentrated
  2. custompurified by chromatography column on 5 g of silica gel eluting with DCM/CH3OH

出典と根拠

ORDレコード
ord-46afa9c29da84fe4ac1f871b9249d57f
出典データセット
uspto-grants-2016_09
特許番号
US09447106B2

反応ノート

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