Sodium borohydride → (2-Hydroxymethyl-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl)carbamic Acid tert-butyl Ester

HRID 1064203노트

반응식

HRID 1064203 반응식
[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:9]=[C:10]2[C:22](=[O:23])[NH:21][N:20]=[CH:19][C:12]3=[C:13]([CH:17]=[O:18])[NH:14][C:15]([CH:16]=1)=[C:11]23)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:9]=[C:10]2[C:22](=[O:23])[NH:21][N:20]=[CH:19][C:12]3=[C:13]([CH2:17][OH:18])[NH:14][C:15]([CH:16]=1)=[C:11]23)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 178452623HCID 178452623, 화합물

생성물 1

HCID 136141750(2-Hydroxymethyl-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl)carbamic Acid tert-butyl Ester수율 50%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of intermediate 230(a) of Example 230 (26 mg, 0.079 mmol) in methanol (2 mL) was treated with NaBH4 (6 mg, 0.16 mmol) at 0° C. for 15 min. The solution was quenched with saturated aqueous NH4Cl and diluted with ethyl acetate. After extraction, the organic phase was washed with brine, dried (Na2SO4), filtered, and concentrated. Silica gel chromatography of the residue (3:1 ethyl acetate:hexane) gave intermediate 241(a) (13 mg) in 50% yield.

후처리

  1. customThe solution was quenched with saturated aqueous NH4Cl
  2. additiondiluted with ethyl acetate
  3. extractionAfter extraction
  4. washthe organic phase was washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f415be7797e74dcaaef5b13573cf0eaa
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06967198B2

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