Sodium Sulfate → HCID 68565409、化合物

HRID 970375ノート

反応式

HRID 970375 の反応式
[NH2:1][C:2]1([C:15]([F:18])([F:17])[F:16])[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[O:19]=[C:20]1[NH:25][C:24]2[CH:26]=[C:27]([CH:30]=O)[CH:28]=[CH:29][C:23]=2[S:22][CH2:21]1.[O-]S([O-])(=O)=O.[Na+].[Na+].[BH4-].[Na+]>CN(C=O)C>[C:11]([O:10][C:8]([N:5]1[CH2:4][CH2:3][C:2]([NH:1][CH2:30][C:27]2[CH:28]=[CH:29][C:23]3[S:22][CH2:21][C:20](=[O:19])[NH:25][C:24]=3[CH:26]=2)([C:15]([F:18])([F:16])[F:17])[CH2:7][CH2:6]1)=[O:9])([CH3:14])([CH3:12])[CH3:13]

参加物

6

反応物 4

HCID 24436Sodium SulfateHCID 4311764Sodium borohydrideHCID 109433483-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carbaldehydeHCID 210547281-Boc-4-aMino-4-trifluoroMethylpiperidine

生成物 1

HCID 68565409HCID 68565409、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-amino-1-(tert-butoxycarbonyl)-4-(trifluoromethyl)piperidine (3 e) (1 equiv.), 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbaldehyde (1n) (1.1 equiv.), and Na2SO4 in DMF is stirred until the imine has formed, then is filtered through a sintered glass funnel. The filtrate is concentrated to dryness in vacuo, and the residue is dissolved in EtOH. NaBH4 (1 equiv.) is added, and the reaction is stirred until the imine is consumed. The solvent is removed in vacuo and the residue is taken up in dilute HCl. The mixture is neutralized with dilute NaOH and extracted with CH2Cl2. Drying (Na2SO4), concentration, and flash chromatography on silica gel gives the title compound.

後処理

  1. customhas formed
  2. filtrationis filtered through a sintered glass funnel
  3. concentrationThe filtrate is concentrated to dryness in vacuo
  4. dissolutionthe residue is dissolved in EtOH
  5. customis consumed
  6. customThe solvent is removed in vacuo
  7. extractionextracted with CH2Cl2
  8. customDrying
  9. concentration(Na2SO4), concentration, and flash chromatography on silica gel

出典と根拠

ORDレコード
ord-cc082682f3b94ad0adca06fb20af90a1
出典データセット
uspto-grants-2007_12
特許番号
US07312212B2

反応ノート

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