Trifluoroacetic acid → N-(azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide TFA salt

HRID 2175601Notes

Reaction equation

HRID 2175601 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][N:7]=[C:6]2[NH:13][CH2:14][C:15]([NH:17][CH:18]1[CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]1)=[O:16].[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>ClCCl>[F:34][C:33]([F:36])([F:35])[C:31]([OH:37])=[O:32].[NH:20]1[CH2:19][CH:18]([NH:17][C:15](=[O:16])[CH2:14][NH:13][C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([C:2]([F:1])([F:30])[F:29])[CH:4]=3)[N:9]=[CH:8][N:7]=2)[CH2:21]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58562886Tert-butyl 3-(2-(6-(trifluoromethyl)quinazolin-4-ylamino)acetamido)azetidine-1-carboxylate

Product 1

HCID 86660464N-(azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide TFA salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 3-(2-(6-(trifluoromethyl)quinazolin-4-ylamino)acetamido)azetidine-1-carboxylate (prepared as described in Example 1, Step F) (1 g, 2.35 mmol, 1.00 equiv) in dichloromethane (10 mL) and TFA (25% in DCM, 1 mL) was stirred for 3 h at room temperature. The resulting mixture was concentrated under vacuum, and the title compound was obtained as a white solid.

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-61c963cd928d4bf0a1fdea93cc78a6c9
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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