Trifluoroacetic acid → HCID 24816291, compound

HRID 28904Notes

Reaction equation

HRID 28904 reaction equation
[CH3:1][N:2]([CH3:47])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:16]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]4[NH:23][C:24]([C:26]5[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32][N:33]([CH3:35])[CH3:34])[CH:27]=5)=[CH:25][C:18]=34)=[CH:15][N:14]([CH2:36][CH2:37][N:38](C)[C:39](=O)OC(C)(C)C)[N:13]=2)=[CH:8][CH:7]=1)=[O:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:34][N:33]([CH2:32][C:28]1[CH:27]=[C:26]([C:24]2[NH:23][C:19]3=[N:20][CH:21]=[CH:22][C:17]([C:16]4[C:12]([C:9]5[CH:8]=[CH:7][C:6]([NH:5][C:3](=[O:4])[N:2]([CH3:47])[CH3:1])=[CH:11][CH:10]=5)=[N:13][N:14]([CH2:36][CH2:37][NH:38][CH3:39])[CH:15]=4)=[C:18]3[CH:25]=2)[CH:31]=[CH:30][CH:29]=1)[CH3:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 694587631,1-dimethylethyl {2-[3-(4-{[(dimethylamino)carbonyl]amino}phenyl)-4-(2-{3-[(dimethylamino)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]ethyl}methylcarbamate

Product 1

HCID 24816291HCID 24816291, compoundYield 157%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1,1-dimethylethyl {2-[3-(4-{[(dimethylamino)carbonyl]amino}phenyl)-4-(2-{3-[(dimethylamino)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]ethyl}methylcarbamate (1.05 g, 1.65 mmol) was added 25% TFA in CH2Cl2 (25 mL). The reaction was stirred at RT for 1 h and evaporated to dryness under vacuum. Trituration with (1:1) Et2O/Pet. Ether, filtration, and drying under vacuum gave the title compound (1.39 g, 95%) as a yellow solid. ESMS [M+H]+: 537.3

Workup

  1. customevaporated to dryness under vacuum
  2. filtrationTrituration with (1:1) Et2O/Pet. Ether, filtration
  3. customdrying under vacuum

Sources & evidence

ORD record
ord-e2f7fa1f570b45829b14d727e9c621fe
Source dataset
uspto-grants-2008_09
Patent number
US07419988B2

Reaction notes

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