Trifluoroacetic acid → HCID 86677759, compound

HRID 1499837Notes

Reaction equation

HRID 1499837 reaction equation
C(O)(C(F)(F)F)=O.[NH2:8][C:9]1[N:14]=[CH:13][N:12]=[C:11]2[N:15]([CH:19]([C:21]3[C:22]([O:47][CH3:48])=[C:23]([C:29]4[CH:30]=[N:31][N:32]([CH:34]5[CH2:39][CH2:38][N:37](C(OC(C)(C)C)=O)[CH2:36][CH2:35]5)[CH:33]=4)[C:24]([CH3:28])=[C:25]([Cl:27])[CH:26]=3)[CH3:20])[N:16]=[C:17]([CH3:18])[C:10]=12>C(Cl)Cl>[Cl:27][C:25]1[C:24]([CH3:28])=[C:23]([C:29]2[CH:30]=[N:31][N:32]([CH:34]3[CH2:35][CH2:36][NH:37][CH2:38][CH2:39]3)[CH:33]=2)[C:22]([O:47][CH3:48])=[C:21]([CH:19]([N:15]2[C:11]3=[N:12][CH:13]=[N:14][C:9]([NH2:8])=[C:10]3[C:17]([CH3:18])=[N:16]2)[CH3:20])[CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86677760HCID 86677760, compound

Product 1

HCID 86677759HCID 86677759, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.3 mL, 4 mmol) was added to a solution of tert-butyl 4-(4-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}-1H-pyrazol-1-yl)piperidine-1-carboxylate (30 mg, 0.052 mmol) in methylene chloride (0.2 mL) at room temperature and the mixture was stirred for 1 h. The crude was purified using RP-HPLC (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 30 mL/min) to give the desired product. LCMS calculated for C24H30ClN8O (M+H)+: m/z=481.2; Found: 481.1

Workup

  1. customThe crude was purified
  2. washeluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 30 mL/min)

Sources & evidence

ORD record
ord-78162c54bc574fdb97bfc808c8d09ec1
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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