Water → HCID 10615550、化合物

HRID 724965ノート

反応式

HRID 724965 の反応式
[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

参加物

6

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 10639163HCID 10639163、化合物

生成物 1

HCID 10615550HCID 10615550、化合物収率 89%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7ab6848ad8ee4e20994a0c67084c7f21
出典データセット
uspto-grants-1998_01
特許番号
US05705499

反応ノート

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