Sodium borohydride → 4-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-5-hydroxymethyl-2-methylpyrimidine

HRID 1271132ノート

反応式

HRID 1271132 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[N:7]([C:12]1[C:17]([CH:18]=[O:19])=[C:16]([NH:20][CH:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[N:15]=[C:14]([CH3:26])[N:13]=1)[CH2:6][CH2:5]2.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[N:7]([C:12]1[C:17]([CH2:18][OH:19])=[C:16]([NH:20][CH:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[N:15]=[C:14]([CH3:26])[N:13]=1)[CH2:6][CH2:5]2

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 10178654HCID 10178654、化合物

生成物 1

HCID 101575044-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-5-hydroxymethyl-2-methylpyrimidine収率 80%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-5-formyl-2-methylpyrimidine, (50 mg, 0.13 mmol) was stirred with NaBH4 (7 mg, 0.2 mmol) in dry ethanol (2 mL) at 0° C. for 2 h. The reaction was partitioned between EtOAc (100 mL) and water (20 mL) and the EtOAc was washed with brine, dried (MgSO4) and stripped in vacuo. The residue was chromatographed on silica gel using 40% EtOAc/hexanes to give the product, 4-(5,7-dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-5-hydroxymethyl-2-methylpyrimidine (40 mg, 80% yield).

後処理

  1. customThe reaction was partitioned between EtOAc (100 mL) and water (20 mL)
  2. washthe EtOAc was washed with brine
  3. dry with materialdried (MgSO4)
  4. customThe residue was chromatographed on silica gel using 40% EtOAc/hexanes

出典と根拠

ORDレコード
ord-9f46dbe143174a4aa765d3594323e1c6
出典データセット
uspto-grants-2007_04
特許番号
US07205306B2

反応ノート

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