Sodium Sulfate → HCID 68565409, 화합물

HRID 970375노트

반응식

HRID 970375 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 68565409HCID 68565409, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cc082682f3b94ad0adca06fb20af90a1
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312212B2

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