Trifluoroacetic acid → HCID 86720986, compound

HRID 524930Notes

Reaction equation

HRID 524930 reaction equation
[NH2:1][C:2]1[C:11]([C:12]([NH:14][C:15]2[CH:16]=[N:17][CH:18]=[C:19]([F:40])[C:20]=2[N:21]2[CH2:26][CH2:25][N:24]([C:27]([CH:29]3[CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30]3)=[O:28])[CH2:23][CH2:22]2)=[O:13])=[C:5]2[N:6]=[CH:7][C:8]([F:10])=[CH:9][N:4]2[N:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:1][C:2]1[C:11]([C:12]([NH:14][C:15]2[CH:16]=[N:17][CH:18]=[C:19]([F:40])[C:20]=2[N:21]2[CH2:22][CH2:23][N:24]([C:27]([CH:29]3[CH2:30][NH:31][CH2:32]3)=[O:28])[CH2:25][CH2:26]2)=[O:13])=[C:5]2[N:6]=[CH:7][C:8]([F:10])=[CH:9][N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86720987HCID 86720987, compound

Product 1

HCID 86720986HCID 86720986, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 3-(4-(3-(2-amino-6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxamido)-5-fluoropyridin-4-yl)piperazine-1-carbonyl)azetidine-1-carboxylate (73 mg, 0.1309 mmol) (prepared using a procedure similar to Example 8) was dissolved in DCM (219.0 μL). TFA (298.5 mg, 201.7 μL, 2.618 mmol) was added and the mixture was stirred at RT for 2 hr. The reaction mixture was concentrated in vacuo and the residue was purified by fractionlynx yielding 2-amino-N-(4-(4-(azetidine-3-carbonyl)piperazin-1-yl)-5-fluoropyridin-3-yl)-6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxamide as a cream solid. MS (ES+) 458.1.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by fractionlynx

Sources & evidence

ORD record
ord-32c12bce0a9f4362ab537ebe0143f79d
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

Loading…