Trifluoroacetic acid → 1H-Pyrazolo[3,4-c]pyridine-1-acetic acid, 3-(aminocarbonyl)-

HRID 1052109Notes

Reaction equation

HRID 1052109 reaction equation
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][C:13]([O:15]C(C)(C)C)=[O:14])[N:4]=1)#[N:2].C(O)(C(F)(F)F)=[O:21]>>[C:1]([C:3]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][C:13]([OH:15])=[O:14])[N:4]=1)(=[O:21])[NH2:2]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68283095tert-Butyl 2-(3-cyano-1H-pyrazolo[3,4-c]pyridin-1-yl)acetate

Product 1

HCID 682831141H-Pyrazolo[3,4-c]pyridine-1-acetic acid, 3-(aminocarbonyl)-

Procedure

To a solution of tert-butyl 2-(3-cyano-1H-pyrazolo[3,4-c]pyridin-1-yl)acetate (663 mg, 2.40 mmol) in TFA (6 mL) was subjected to microwave irradiation at 140° C. for 90 min. The reaction mixture was concentrated in vacuo, the residual solid was suspended in MeOH and volatiles were removed again in vacuo. MS: 221.0 [M+H]+; tR (HPLC conditions d): 0.23 min.

Workup

  1. customirradiation at 140° C. for 90 min
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customvolatiles were removed again in vacuo
  4. custom0.23 min.

Sources & evidence

ORD record
ord-d027f55f9fe043baa20e7ef79f389503
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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