Trifluoroacetic acid → 4-phenoxy-N-(piperidin-4-ylmethyl)-1H-pyrazolo[4,3-c]pyridin-3-amine bis(2,2,2-trifluoroacetate)

HRID 2407829Notes

Reaction equation

HRID 2407829 reaction equation
[O:1]([C:8]1[C:13]2[C:14]([NH:17][CH2:18][CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)=[N:15][NH:16][C:12]=2[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[O:1]([C:8]1[C:13]2[C:14]([NH:17][CH2:18][CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[N:15][NH:16][C:12]=2[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58504078HCID 58504078, compound

Product 1

HCID 866590634-phenoxy-N-(piperidin-4-ylmethyl)-1H-pyrazolo[4,3-c]pyridin-3-amine bis(2,2,2-trifluoroacetate)

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of the compound prepared in Example 435 (0.262 g) in dichloromethane (3 mL) was treated with trifluoroacetic acid (0.6 mL) at room temperature. After stirring at room temperature for 4 hours, the mixture was shaken in dichloromethane and washed with aqueous saturated sodium bicarbonate, dried, and evaporated in vacuo to provide the title compound (0.065 g) with the following physical data.

Workup

  1. washwashed with aqueous saturated sodium bicarbonate
  2. customdried
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-bdfe6e62e1a64945bd44829c782d3b81
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

Loading…