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Potassium Carbonate → (3R)-tert-Butyl 4-((6-(5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl)-2-(3-hydroxy-2,2-dimethylpropyl)-1-oxo-1,2-dihydroisoquinolin-4-yl)methyl)-3-methylpiperazine-1-carboxylate

HRID 906474
ノート
印刷プレビュー

反応式

HRID 906474 の反応式
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([F:52])[C:10]([CH3:51])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][C:25]([CH3:35])([CH3:34])[CH2:26][O:27]C(=O)C(C)(C)C)[CH:17]=[C:16]4[CH2:36][N:37]3[CH2:42][CH2:41][N:40]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:39][C@H:38]3[CH3:50])[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([F:52])[C:10]([CH3:51])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][C:25]([CH3:34])([CH3:35])[CH2:26][OH:27])[CH:17]=[C:16]4[CH2:36][N:37]3[CH2:42][CH2:41][N:40]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:39][C@H:38]3[CH3:50])[CH:12]=2)=[O:6])[CH2:3][CH2:2]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 86640984(3R)-tert-Butyl 4-((6-(5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl)-2-(2,2-dimethyl-3-(pivaloyloxy)propyl)-1-oxo-1,2-dihydroisoquinolin-4-yl)methyl)-3-methylpiperazine-1-carboxylate

生成物 1

HCID 67391573(3R)-tert-Butyl 4-((6-(5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl)-2-(3-hydroxy-2,2-dimethylpropyl)-1-oxo-1,2-dihydroisoquinolin-4-yl)methyl)-3-methylpiperazine-1-carboxylate収率 72.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒
HCID 962Water溶媒2 回

反応条件

温度
67 °C

実験手順

(3R)-tert-Butyl 4-((6-(5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl)-2-(2,2-dimethyl-3-(pivaloyloxy)propyl)-1-oxo-1,2-dihydroisoquinolin-4-yl)methyl)-3-methylpiperazine-1-carboxylate (50.8 g) was dissolved in methanol (600 mL) and a solution of potassium carbonate (29.3 g) in water (100 mL) was added. The reaction was heated at reflux (internal temperature 67° C.) for 16 h. After cooling to 50° C., further water was slowly added until the mixture became opaque and the mixture was cooled to 23° C. over 1 h. The precipitate was collected by filtration, washed with water (100 mL) and isohexane (100 mL) and dried in vacuo at 45° C. to give the subtitle product (32.4 g).

後処理

  1. temperatureThe reaction was heated
  2. temperatureAfter cooling to 50° C.
  3. temperaturethe mixture was cooled to 23° C. over 1 h
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water (100 mL) and isohexane (100 mL)
  6. customdried in vacuo at 45° C.

出典と根拠

ORDレコード
ord-16e81cc12b8b4e2b97fc22d91489f290
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08012980B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート