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Methanol → HCID 18548762, 화합물

HRID 1266850
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HRID 1266850 반응식
C[O:2][C:3]([C:5]1[N:6]=[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH2:17][C:18](=[O:32])[NH:19][C:20]4[CH:26]=[C:25]([N:27]5[CH:31]=[CH:30][CH:29]=[CH:28]5)[CH:24]=[CH:23][C:21]=4[N:22]=3)[CH:11]=2)[O:8][CH:9]=1)=O.CO.[BH4-].[Li+]>C1COCC1>[OH:2][CH2:3][C:5]1[N:6]=[C:7]([C:10]2[CH:11]=[C:12]([C:16]3[CH2:17][C:18](=[O:32])[NH:19][C:20]4[CH:26]=[C:25]([N:27]5[CH:28]=[CH:29][CH:30]=[CH:31]5)[CH:24]=[CH:23][C:21]=4[N:22]=3)[CH:13]=[CH:14][CH:15]=2)[O:8][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 4148881Lithium borohydrideHCID 69779806HCID 69779806, 화합물

생성물 1

HCID 18548762HCID 18548762, 화합물수율 30.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
40 °C

실험 절차

To a solution of 2-[3-(4-oxo-7-pyrrol-1-yl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-phenyl]-oxazole-4-carboxylic acid methyl ester (Example 25) (88 mg, 0.2 mmol) in THF (1.5 mL) were added successively MeOH (0.012 mL) and lithium borohydride (6.5 mg, 0.3 mmol). The mixture was stirred at 40° C. for 1 h and then partitioned between EtOAc and 1N HCl. The organic layer was washed with brine, dried and evaporated in vacuum. The residue was chromatographed on silica gel using EtOAc/hexane (1:2) as eluents to give the title compound (24 mg) as light-yellow solid.

후처리

  1. custompartitioned between EtOAc and 1N HCl
  2. washThe organic layer was washed with brine
  3. customdried
  4. customevaporated in vacuum
  5. customThe residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-84010bc3de7d4c9287fa0b1dfa9ecb6a
출처 데이터셋
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06548495B2

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