Isopropanol → HCID 67298269, compound

HRID 1520337Notes

Reaction equation

HRID 1520337 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[N:3]=1.C[CH:21]([OH:23])[CH3:22]>>[CH:6]1([NH:5][C:21](=[O:23])[C:22]2[CH:17]=[CH:18][CH:19]=[CH:14][C:4]=2[NH:3][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[C:4]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:3]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 3776IsopropanolHCID 86677067HCID 86677067, compound

Product 1

HCID 67298269HCID 67298269, compound

Procedure

To the crude amide was added the solution of 4-chloro-6-methoxy-2-pyridin-3-yl-quinazoline (20 μmol) in 2-propanol (200 μL). The mixture was refluxed for 8 h. After evaporation, the residue was dissolved in 5% TFA/MeOH-DMF (1:1) and purified by PREP-HPLC Condition D. The target fraction was lyophilized to afford the titled compound whose structure was finally confirmed by LCMS using LCMS Method E.

Workup

  1. temperatureThe mixture was refluxed for 8 h
  2. customAfter evaporation
  3. dissolutionthe residue was dissolved in 5% TFA/MeOH-DMF (1:1)
  4. custompurified by PREP-HPLC Condition D

Sources & evidence

ORD record
ord-3f333756cf7a4be8b5bc65ef4c1ae370
Source dataset
uspto-grants-2015_07
Patent number
US09073890B2

Reaction notes

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