Acetone → Cyclopropyl(4-(3-(4-((2r)-2-(isopropylamino)propanoyl)-1-piperazinyl)propoxy)phenyl)methanone

HRID 411255ノート

反応式

HRID 411255 の反応式
C([BH3-])#N.[Na+].[NH2:5][C@H:6]([CH3:30])[C:7]([N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([CH:27]3[CH2:29][CH2:28]3)=[O:26])=[CH:21][CH:20]=2)[CH2:11][CH2:10]1)=[O:8].[CH3:31][C:32]([CH3:34])=O>>[CH:27]1([C:25]([C:22]2[CH:21]=[CH:20][C:19]([O:18][CH2:17][CH2:16][CH2:15][N:12]3[CH2:11][CH2:10][N:9]([C:7](=[O:8])[C@H:6]([NH:5][CH:32]([CH3:34])[CH3:31])[CH3:30])[CH2:14][CH2:13]3)=[CH:24][CH:23]=2)=[O:26])[CH2:29][CH2:28]1

参加物

4

反応物 3

HCID 180AcetoneHCID 5003444Sodium cyanoborohydrideHCID 9906860A 304121

生成物 1

HCID 44304056Cyclopropyl(4-(3-(4-((2r)-2-(isopropylamino)propanoyl)-1-piperazinyl)propoxy)phenyl)methanone収率 25%

実験手順

Sodium cyanoborohydride (75 mg, 1.2 mmol) was added to a room temperature solution of Example 138 (401 mg, 1 mmol) in acetone (10 mL). After stirring overnight, the reaction mixture was concentrated, and the concentrate was taken up in dichloromethane and washed with water, and brine, dried (Na2SO4), filtered, concentrated and purified by silica gel column chromatography using dichloromethane:methanol (9:1) as the eluant. The product was obtained in 25% yield.

後処理

  1. concentrationthe reaction mixture was concentrated
  2. washwashed with water, and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by silica gel column chromatography
  7. customThe product was obtained in 25% yield

出典と根拠

ORDレコード
ord-d6ad7b7576454d32909299eead388320
出典データセット
uspto-grants-2003_05
特許番号
US06559140B2

反応ノート

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