Sodium Thiosulfate → HCID 53236719, 화합물

HRID 1966686

반응식

HRID 1966686 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH2:19])[C:11]([NH:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:12][CH:13]=2)=[CH:4][N:3]=1.[CH3:20][C:21]1[S:22][C:23]([C:27]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][C:28]=2[CH:29]=O)=[C:24]([CH3:26])[N:25]=1.OOS([O-])=O.[K+].S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C=O)C.O>[C:15]([N:14]1[C:11]2[CH:12]=[CH:13][C:8]([C:5]3[CH:4]=[N:3][C:2]([NH2:1])=[N:7][CH:6]=3)=[CH:9][C:10]=2[N:19]=[C:29]1[C:28]1[CH:31]=[C:32]([O:35][CH3:36])[CH:33]=[CH:34][C:27]=1[C:23]1[S:22][C:21]([CH3:20])=[N:25][C:24]=1[CH3:26])([CH3:16])([CH3:18])[CH3:17]

참가 물질

7

반응물 4

HCID 24477Sodium ThiosulfateHCID 23707502Potassium hydroxy sulfiteHCID 585418994-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamineHCID 585420022-(2,4-Dimethyl-thiazol-5-yl)-5-methoxy-benzaldehyde

생성물 1

HCID 53236719HCID 53236719, 화합물수율 43%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (100 mg, 0.39 mmol) in DMF (5 mL) is added 2-(2,4-dimethyl-thiazol-5-yl)-5-methoxy-benzaldehyde (144 mg, 0.58 mmol) at room temperature. Oxone (239 mg, 0.39 mmol) in H2O (1 mL) is added and the solution is stirred for 4 hours. Saturated sodium thiosulfate solution (5 mL) is added and the mixture is extracted with EtOAc (3×10 mL) and H2O (10 mL). The combined organic layer is dried with MgSO4 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (81 mg, 43%) as a pale brown foam. LCMS (ESMS): m/z 485.72 (M++1)

후처리

  1. extractionthe mixture is extracted with EtOAc (3×10 mL) and H2O (10 mL)
  2. dry with materialThe combined organic layer is dried with MgSO4
  3. filtrationis filtered
  4. concentrationThe filtrate is concentrated
  5. customthe residue is purified by silica gel flash column chromatography
  6. washeluting with 10% MeOH in CH2Cl2

출처 및 근거

ORD 기록
ord-cd15a7c7d9474ab8961fb4ebf8bd6bbd
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420655B2

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