Water → HCID 10615550, 화합물

HRID 724965노트

반응식

HRID 724965 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:22])[C:7](=[O:21])[C:8]3[CH:18]=[C:17]([CH:19]=[O:20])[CH:16]=[N:15][C:9]=3[N:10]([CH2:13][CH3:14])[C:11]=2[N:12]=1.O.[BH4-].[Na+]>O1CCCC1.[Cl-].[Na+].O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:22])[C:7](=[O:21])[C:8]3[CH:18]=[C:17]([CH2:19][OH:20])[CH:16]=[N:15][C:9]=3[N:10]([CH2:13][CH3:14])[C:11]=2[N:12]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 10639163HCID 10639163, 화합물

생성물 1

HCID 10615550HCID 10615550, 화합물수율 89%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

To a solution of 2-chloro-5,11-dihydro-11-ethyl-8-formyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.5822 g, 1.84 mmol) in tetrahydrofuran (20 mL) was added water (0.1 mL) followed by sodium borohydride (0.0695 g, 1.84 mmol). The mixture was stirred for 0.5 hour then diluted with brine (20 mL) and extracted with dichloromethane (3×30 mL). The combined organics were dried, concentrated and the residue was purified by flash chromatography (gradient hexanes to ethyl acetate to yield the title compound (0.52 g, 89%), m.p. 166°-168° C.

후처리

  1. extractionextracted with dichloromethane (3×30 mL)
  2. customThe combined organics were dried
  3. concentrationconcentrated
  4. customthe residue was purified by flash chromatography (gradient hexanes to ethyl acetate

출처 및 근거

ORD 기록
ord-7ab6848ad8ee4e20994a0c67084c7f21
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705499

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