Trifluoroacetic acid → HCID 44242216, compound

HRID 657403Notes

Reaction equation

HRID 657403 reaction equation
[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH2:57][CH3:58])=[C:10]([CH2:19][NH:20][C:21](=[O:56])[CH2:22][CH2:23][CH2:24][C:25]([NH:27][CH2:28][C:29]3[CH:30]=[C:31]([C:35]4[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41][N:42]5[CH2:47][CH2:46][N:45](C(OC(C)(C)C)=O)[C@@H:44]([CH3:55])[CH2:43]5)[CH:36]=4)[CH:32]=[CH:33][CH:34]=3)=[O:26])[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2].C(O)(C(F)(F)[F:62])=O>C(Cl)Cl>[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH2:57][CH3:58])=[C:10]([CH2:19][NH:20][C:21](=[O:56])[CH2:22][CH2:23][CH2:24][C:25]([NH:27][CH2:28][C:29]3[CH:30]=[C:31]([C:35]4[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41][N:42]5[CH2:47][CH2:46][NH:45][C@@H:44]([CH3:55])[CH2:43]5)[CH:36]=4)[C:32]([F:62])=[CH:33][CH:34]=3)=[O:26])[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57819929HCID 57819929, compound

Product 1

HCID 44242216HCID 44242216, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Process (A) To a mixture of 1,1-dimethylethyl (2S)-4-{[3′-({[5-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoyl]amino}methyl)-3-biphenylyl]methyl}-2-methyl-1-piperazinecarboxylate in DCM (2 mL) was added TFA (1 mL). It was stirred at room temperature for about 1 hour. The solution was filtered. Initial purification via Gilson using TFA afforded a mixture, which was re-purified by Gilson using a NH4OH buffer to provide the desired product (20 mg). LC-MS m/z 713 (M+H)+.

Workup

  1. filtrationThe solution was filtered
  2. customInitial purification via Gilson
  3. customafforded a mixture, which
  4. customwas re-purified by Gilson

Sources & evidence

ORD record
ord-14deaf067a6744eeb1cf5c241ef97683
Source dataset
uspto-grants-2011_12
Patent number
US08071588B2

Reaction notes

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