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

HRID 1271132노트

반응식

HRID 1271132 반응식
[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

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 10178654HCID 10178654, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9f46dbe143174a4aa765d3594323e1c6
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205306B2

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