Sodium borohydride → 7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-pyrimidin-4-yl-hept-1-en-3-ol

HRID 860057

反応式

HRID 860057 の反応式
[CH3:1][O:2][C:3]1[CH:30]=[CH:29][C:6]([CH2:7][NH:8][C:9]2[N:14]=[C:13]([CH2:15][CH2:16][CH2:17][CH2:18][C:19](=[O:28])[CH:20]=[CH:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][N:23]=3)[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C:9]2[N:14]=[C:13]([CH2:15][CH2:16][CH2:17][CH2:18][CH:19]([OH:28])[CH:20]=[CH:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][N:23]=3)[CH:12]=[CH:11][CH:10]=2)=[CH:29][CH:30]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 696676747-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-pyrimidin-4-yl-hept-1-en-3-one

生成物 1

HCID 696671037-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-pyrimidin-4-yl-hept-1-en-3-ol収率 64.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of the enone 6-8 (3.0 g, 7.45 mmol) in MeOH (30 mL) at 0° was treated with NaBH4. The ice bath was removed and the solution was stirred at room temperature for 1 hr. The reaction was quenched with water (25 mL) and extracted with EtOAc (3×125 mL). The organics were combined, dried (Na2SO4), concentrated in vacuo, and purified on silica gel (5% MeOH/CH2Cl2) to afford 1.94 g of 6-9.

後処理

  1. customThe ice bath was removed
  2. customThe reaction was quenched with water (25 mL)
  3. extractionextracted with EtOAc (3×125 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. custompurified on silica gel (5% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-89887761f26b4bcfbe68e1802681dae1
出典データセット
uspto-grants-2006_12
特許番号
US07153862B2

関連ノート

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