Morpholine → HCID 58930433、化合物

HRID 852915ノート

反応式

HRID 852915 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C([O-])([O-])=O.[K+].[K+]>ClCCCl.CC(O)=O.ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH2:12][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1

参加物

8

反応物 4

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 186174724-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

生成物 1

HCID 58930433HCID 58930433、化合物収率 36.6%

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 42 (950 mg, 4.35 mmol) and morpholine (455 μL, 5.21 mmol) in dry 1,2-dichloroethane (10 mL) at room temperature was added AcOH (2 drops) followed by NaBH(OAc)3 (1.1 g, 5.21 mmol) and the mixture was stirred for 16 h. A solution of 10% K2CO3 was added to the reaction mixture followed by dichloromethane and the phases were separated. The aqueous phase was extracted with CH2Cl2 and organic layer was dried over anhydrous Na2SO4, filtered to form a residue which was purified by flash chromatography on silica gel (EtOAc/CH2Cl2: 20/80) to afford the title compound 43 (460 mg, 1.59 mmol, 36% yield).

後処理

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted with CH2Cl2 and organic layer
  3. dry with materialwas dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customto form a residue which
  6. customwas purified by flash chromatography on silica gel (EtOAc/CH2Cl2: 20/80)

出典と根拠

ORDレコード
ord-f958ef7addd6408eaf3f7a75eb9628f5
出典データセット
uspto-grants-2007_08
特許番号
US07253204B2

反応ノート

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