Trifluoroacetic acid → HCID 22478258, compound

HRID 1838568Notes

Reaction equation

HRID 1838568 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=3[F:31])=[N:18][CH:19]=[N:20]2)=[CH:15][C:14]=1[O:32][CH3:33])=O)(C)(C)C.[C:34]([OH:40])([C:36]([F:39])([F:38])[F:37])=[O:35]>>[F:37][C:36]([F:39])([F:38])[C:34]([OH:40])=[O:35].[NH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=3[F:31])=[N:18][CH:19]=[N:20]2)=[CH:15][C:14]=1[O:32][CH3:33]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18753438HCID 18753438, compound

Product 1

HCID 22478258HCID 22478258, compoundYield 94%

Procedure

7-(3-(N-tert-butoxycarbonylamino)propoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline (610 mg, 1.28 mmol) was added slowly to TFA (10 ml). The reaction was stirred at ambient temperature for 2 hours and the volatiles were removed by evaporation and by azeotroping with toluene to give 7-(3-aminopropoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline trifluoroacetate (455 mg, 94%) as an oil.

Workup

  1. customthe volatiles were removed by evaporation
  2. customby azeotroping with toluene

Sources & evidence

ORD record
ord-d21be59cd6924a6e93b6a2e670fb3cd1
Source dataset
uspto-grants-2004_01
Patent number
US06673803B2

Reaction notes

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