Trifluoroacetic acid → HCID 24905188, compound

HRID 731850Notes

Reaction equation

HRID 731850 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:27]([CH3:29])[CH3:28])[N:9]=[C:10]([C:11]3[CH:12]=[C:13]4[C:17](=[CH:18][CH:19]=3)[N:16](C(OC(C)(C)C)=O)[CH:15]=[CH:14]4)[C:3]=12.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:16]1[C:17]2[C:13](=[CH:12][C:11]([C:10]3[C:3]4[C:4](=[N:5][CH:6]=[N:7][C:2]=4[NH2:1])[N:8]([CH:27]([CH3:29])[CH3:28])[N:9]=3)=[CH:19][CH:18]=2)[CH:14]=[CH:15]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 24905185HCID 24905185, compound

Product 1

HCID 24905188HCID 24905188, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 5-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-1H-indole-1-carboxylate (BA86, 9 mg, 0.022 mmol) was dissolved in 50:50 CH2Cl2:TFA and stirred for one hour at room temperature. The reaction mixture was concentrated in vacuo and purified using by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA89 (4.8 mg, 75% yield). ESI-MS (M+H)+ m/z calcd 293.1, found 293.0.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified

Sources & evidence

ORD record
ord-025ebe623020410b832a19b48e6e4a45
Source dataset
uspto-grants-2009_09
Patent number
US07585868B2

Reaction notes

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