Trifluoroacetic acid → HCID 67136295, compound

HRID 1808522Notes

Reaction equation

HRID 1808522 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:28][C:29]3[CH:30]=[C:31]4[C:35](=[CH:36][CH:37]=3)[N:34](C(OC(C)(C)C)=O)[N:33]=[CH:32]4)=[N:8][C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][C:20](=[O:27])[C:21]4[CH:26]=[CH:25][CH:24]=[N:23][CH:22]=4)[CH:14]=3)=[N:10]2)=[CH:5][C:4]=1[O:45][CH2:46][CH2:47][O:48][CH3:49].[C:50]([OH:56])([C:52]([F:55])([F:54])[F:53])=[O:51]>C(Cl)Cl>[F:53][C:52]([F:55])([F:54])[C:50]([OH:56])=[O:51].[NH:34]1[C:35]2[C:31](=[CH:30][C:29]([NH:28][C:7]3[C:6]4[C:11](=[CH:12][C:3]([O:2][CH3:1])=[C:4]([O:45][CH2:46][CH2:47][O:48][CH3:49])[CH:5]=4)[N:10]=[C:9]([C:13]4[CH:14]=[C:15]([NH:19][C:20](=[O:27])[C:21]5[CH:26]=[CH:25][CH:24]=[N:23][CH:22]=5)[CH:16]=[CH:17][CH:18]=4)[N:8]=3)=[CH:37][CH:36]=2)[CH:32]=[N:33]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59361913tert-butyl 5-(7-methoxy-6-(2-methoxyethoxy)-2-(3-(nicotinamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

Product 1

HCID 67136295HCID 67136295, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 5-(7-methoxy-6-(2-methoxyethoxy)-2-(3-(nicotinamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate in CH2Cl2 (15 mL) and TFA (2.2 mL) was stirred at RT for 1 h. The volatiles were removed in vacuo and the residue was washed with Et2O to give N-(3-(4-(1H-indazol-5-ylamino)-7-methoxy-6-(2-methoxyethoxy)quinazolin-2-yl)phenyl)nicotinamide trifluoroacetate salt (0.086 g, 0.127 mmol, 71% over two steps). MS 562.4 (M+1). HPLC retention time 4.92 mins.

Workup

  1. customThe volatiles were removed in vacuo
  2. washthe residue was washed with Et2O

Sources & evidence

ORD record
ord-ac6c5bcb5e3e40b6b2998a2b239c874a
Source dataset
uspto-grants-2013_01
Patent number
US08357693B2

Reaction notes

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