Morpholine → HCID 58930433、化合物

HRID 416232ノート

反応式

HRID 416232 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-20939616187b47abb576fdd0e0b222f6
出典データセット
uspto-grants-2012_01
特許番号
US08088805B2

反応ノート

読み込み中…