Sodium borohydride → 5-(3-fluorophenyl)-10-hydroxy-1,3-dimethyl-7,8,9,10-tetrahydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

HRID 2201302ノート

反応式

HRID 2201302 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:16]3[C:11]([C:12](=[O:17])[CH2:13][CH2:14][CH2:15]3)=[C:10]3[N:18]([CH3:25])[C:19](=[O:24])[N:20]([CH3:23])[C:21](=[O:22])[C:9]=23)[CH:5]=[CH:6][CH:7]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:16]3[C:11]([CH:12]([OH:17])[CH2:13][CH2:14][CH2:15]3)=[C:10]3[N:18]([CH3:25])[C:19](=[O:24])[N:20]([CH3:23])[C:21](=[O:22])[C:9]=23)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 867235335-(3-Fluorophenyl)-1,3-dimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione

生成物 1

HCID 867234235-(3-fluorophenyl)-10-hydroxy-1,3-dimethyl-7,8,9,10-tetrahydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of 5-(3-fluorophenyl)-1,3-dimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione (step 1)(150 mg, 0.439 mmol) in MeOH (2197 μL) at 0° C. was added sodium borohydride (49.9 mg, 1.318 mmol) portionwise. The resulting yellow solution was warmed to room temperature and stirred for 15 minutes. The reaction was concentrated in vacuo. The residue was diluted with water (5 mL) and DCM (10 mL). The aqueous phase was separated and extracted with DCM (3×10 mL). The combined organic fractions were dried (Na2SO4) and concentrated under reduced pressure to afford the title compound as a pale yellow solid;

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. additionThe residue was diluted with water (5 mL) and DCM (10 mL)
  3. customThe aqueous phase was separated
  4. extractionextracted with DCM (3×10 mL)
  5. dry with materialThe combined organic fractions were dried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7d35bd3232cd4c6eb04dd308ee17be40
出典データセット
uspto-grants-2016_06
特許番号
US09359381B2

反応ノート

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