Trifluoroacetic acid → HCID 68510785, compound

HRID 2241366Notes

Reaction equation

HRID 2241366 reaction equation
[CH3:1][O:2][C:3]1[CH:56]=[CH:55][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[CH:22][C:21]([NH:24][C:25]([C:27]5[C:32](=[O:33])[N:31]([C:34]6[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=6)[N:30]=[CH:29][CH:28]=5)=[O:26])=[CH:20][C:19]=4[F:41])=[C:11]3[C:10]([NH:42][CH:43]3[CH2:47][CH2:46][N:45](C(OC(C)(C)C)=O)[CH2:44]3)=[N:9]2)=[CH:5][CH:4]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[F:41][C:19]1[CH:20]=[C:21]([NH:24][C:25]([C:27]2[C:32](=[O:33])[N:31]([C:34]3[CH:35]=[CH:36][C:37]([F:40])=[CH:38][CH:39]=3)[N:30]=[CH:29][CH:28]=2)=[O:26])[CH:22]=[CH:23][C:18]=1[O:17][C:16]1[CH:15]=[CH:14][N:13]=[C:12]2[N:8]([CH2:7][C:6]3[CH:55]=[CH:56][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[N:9]=[C:10]([NH:42][CH:43]3[CH2:47][CH2:46][NH:45][CH2:44]3)[C:11]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68514288HCID 68514288, compound

Product 1

HCID 68510785HCID 68510785, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A round-bottomed flask was charged with tert-butyl 3-(1-(4-methoxybenzyl)-4-(2-fluoro-4-(1-(4-fluorophenyl)-6-oxo-1,6-dihydropyridazine-5-carboxamido)phenoxy)-1H-pyrazolo[3,4-b]pyridin-3-ylamino)pyrrolidine-1-carboxylate (61.3 mg, 0.08015 mmol), 2,2,2-trifluoroacetic acid (182.8 mg, 1.603 mmol) and CH2Cl2 (5 mL). The reaction mixture was stirred at room temperature for 4 hours. The solvent was removed and the residue was purified by silica gel chromatography (DCM/7 M NH3 in MeOH from 50/1 to 10/1, v/v) to give product (40.8 mg, 76.58%). LRMS (APCI pos) m/e 665 (M+1).

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel chromatography (DCM/7 M NH3 in MeOH from 50/1 to 10/1

Sources & evidence

ORD record
ord-e528d6b7a8d54a898ea7b0fee9f31f12
Source dataset
uspto-grants-2010_05
Patent number
US07723330B2

Reaction notes

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