Phenylacetyl chloride → HCID 21939585、化合物

HRID 1242791ノート

反応式

HRID 1242791 の反応式
[C:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C([N:17](C(C)C)CC)(C)C.[C:23]1([CH2:29][C:30](Cl)=[O:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>ClCCl>[C:1]([N:8]1[CH2:9][CH2:10][N:11]([NH:17][C:30](=[O:31])[CH2:29][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:12][CH2:13]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

5

反応物 3

HCID 7679Phenylacetyl chlorideHCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylate

生成物 1

HCID 21939585HCID 21939585、化合物収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

BOC-Piperazine (1.06 g) was combined with dichloromethane (20.0 mL) and diisopropylethylamine (1.49 mL). Phenylacetylchloride (0.90 mL) was added dropwise and the reaction was allowed to stir at room temperature for 24 hours. The reaction was then washed with HCl (1N in water, 3×5 mL), saturated aqueous sodium bicarbonate (3×5 mL) and brine (5 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated giving 1-BOC-4-phenylacetamidopiperazine (1.73 g). Yield=100% Step 2: The BOC group was removed from 1-BOC-4-phenylacetamidopiperazine according to example 137 giving phenylacetamidopiperazine hydrochloride. Yield=93%. Step 3: Phenylacetamidopiperazine hydrochloride was reacted with 8-ethyl-6-chloropurine (Example 140) according to Example 87. Yield=27%, ES-MS: (M+H)+ 351.

後処理

  1. washThe reaction was then washed with HCl (1N in water, 3×5 mL), saturated aqueous sodium bicarbonate (3×5 mL) and brine (5 mL)
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-cb6d587a2c7d4577a0f3b334d7929e8c
出典データセット
uspto-grants-2006_10
特許番号
US07115741B2

反応ノート

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