Trifluoroacetic acid → HCID 11950894, compound

HRID 1808428Notes

Reaction equation

HRID 1808428 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH:9][C:10]2[CH:11]=[C:12]([C:16]3[N:25]=[C:24]([NH:26][C:27]4[CH:28]=[C:29]5[C:33](=[CH:34][CH:35]=4)[N:32](C(OC(C)(C)C)=O)[N:31]=[CH:30]5)[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=3)[CH:13]=[CH:14][CH:15]=2)=[O:8])[CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:32]1[C:33]2[C:29](=[CH:28][C:27]([NH:26][C:24]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=[C:16]([C:12]4[CH:11]=[C:10]([NH:9][C:7]([CH:4]5[CH2:3][CH2:2][NH:1][CH2:6][CH2:5]5)=[O:8])[CH:15]=[CH:14][CH:13]=4)[N:25]=3)=[CH:35][CH:34]=2)[CH:30]=[N:31]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59361889tert-butyl 5-(2-(3-(piperidine-4-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

Product 1

HCID 11950894HCID 11950894, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 5-(2-(3-(piperidine-4-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (mg, mmol) was added a solution of 1:1 TFA:CH2Cl2 (4 mL) and stirred at RT for 2 h. The reaction mixture was concentrated in vacuo and left under high vacuum for several hours. The crude product was triturated with ethyl ether to afford N-(3-(4-(1H-indazol-5-ylamino)quinazolin-2-yl)phenyl)piperidine-4-carboxamide. (97 mg, 0.21 mmol, 75% over two steps)

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. waitleft under high vacuum for several hours
  3. customThe crude product was triturated with ethyl ether

Sources & evidence

ORD record
ord-73df1978513f4318b502f2cb4f934d0c
Source dataset
uspto-grants-2013_01
Patent number
US08357693B2

Reaction notes

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