Formic Acid → PP242

HRID 237975Notes

Reaction equation

HRID 237975 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:35]([CH3:37])[CH3:36])[N:9]=[C:10]([C:11]3[N:12](C(OC(C)(C)C)=O)[C:13]4[C:18]([CH:19]=3)=[CH:17][C:16]([O:20]CC3C=CC=CC=3)=[CH:15][CH:14]=4)[C:3]=12.C(O)=O.Cl>>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:35]([CH3:37])[CH3:36])[N:9]=[C:10]([C:11]3[NH:12][C:13]4[C:18]([CH:19]=3)=[CH:17][C:16]([OH:20])=[CH:15][CH:14]=4)[C:3]=12

Participants

4

Reactant 3

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 68710306HCID 68710306, compound

Product 1

HCID 135565635PP242

Procedure

BA24 (3-(4-fluoro-3-methoxyphenyl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, 30 mg, 0.10 mmol) was dissolved in a solution of formic acid (4.5 ml, 10 equivalents) and HCl (0.45 ml, 1 equivalent). The reaction was heated and stirred for one hour under an argon atmosphere. The reaction was then concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA24dd. ESI-MS (M+H)+ m/z calcd 309.1, found 309.1.

Workup

  1. temperatureThe reaction was heated
  2. concentrationThe reaction was then concentrated in vacuo
  3. custompurified by RP-HPLC (MeCN:H2O:0.1% TFA)
  4. customto yield BA24dd

Sources & evidence

ORD record
ord-356efd68d0d04cb99c83e4d7f9af61a8
Source dataset
uspto-grants-2014_02
Patent number
US08642604B2

Reaction notes

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