4-Chloro-6,7-dimethoxyquinazoline → HCID 23132487, compound

HRID 2102819Notes

Reaction equation

HRID 2102819 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]=[C:7]([NH:9][C:10](=[O:17])[C:11]3[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=3)[S:8][C:4]=2[CH:3]=1.Cl[C:21]1[C:30]2[C:25](=[CH:26][C:27]([O:33][CH3:34])=[C:28]([O:31][CH3:32])[CH:29]=2)[N:24]=[CH:23][N:22]=1>C(O)C>[CH3:32][O:31][C:28]1[CH:29]=[C:30]2[C:25](=[CH:26][C:27]=1[O:33][CH3:34])[N:24]=[CH:23][N:22]=[C:21]2[NH:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]=[C:7]([NH:9][C:10](=[O:17])[C:11]3[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=3)[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 16791991HCID 16791991, compound

Product 1

HCID 23132487HCID 23132487, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-[6-(6,7-Dimethoxyquinazolin-4-ylamino)benzothiazol-2-yl]isonicotinamide was prepared by heating a mixture of N-(6-aminobenzothiazol-2-yl)isonicotinamide Intermediate 3, 50 mg, 0.185 mmol) and 4-chloro-6,7-dimethoxyquinazoline (Fluorochem, 42 mg, 0.185 mmol in ethanol (3 mL) to 80° C. for 2 h. The resulting precipitate was separated by filtration, washed with ethanol and dried (yellow solid, 82 mg, 0.179 mmol, 97%). LC/ESI-MS: m/z 459 [M+H]+; m/z=457 [M−H]−; Rt=2.65 min.

Workup

  1. temperatureby heating
  2. customThe resulting precipitate was separated by filtration
  3. washwashed with ethanol
  4. customdried (yellow solid, 82 mg, 0.179 mmol, 97%)

Sources & evidence

ORD record
ord-9351618664e9488286b41b917dbdacb8
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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