Hydrochloric Acid → HCID 67501744, compound

HRID 1631383Notes

Reaction equation

HRID 1631383 reaction equation
CC1(C)[O:6][C@@H:5]([CH2:7][NH:8][C:9]([C:11]2[CH:12]=[N:13][N:14]3[CH:19]=[CH:18][C:17]([N:20]4[CH2:24][CH2:23][CH2:22][C@@H:21]4[C:25]4[C:26]([O:32][CH3:33])=[N:27][CH:28]=[C:29]([F:31])[CH:30]=4)=[N:16][C:15]=23)=[O:10])[CH2:4][O:3]1.Cl>C1COCC1.CCOC(C)=O>[OH:6][C@H:5]([CH2:4][OH:3])[CH2:7][NH:8][C:9]([C:11]1[CH:12]=[N:13][N:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][CH2:23][CH2:22][C@@H:21]3[C:25]3[C:26]([O:32][CH3:33])=[N:27][CH:28]=[C:29]([F:31])[CH:30]=3)=[N:16][C:15]=12)=[O:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66847767HCID 66847767, compound

Product 1

HCID 67501744HCID 67501744, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N—(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-5-((R)-2-(5-fluoro-2-methoxypyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (36 mg, 0.077 mmol) in THF (2 mL) was added HCl (3 N aq.) at ambient temperature. The resulting mixture was stirred for 5 hours. The reaction was diluted with EtOAc, washed with saturated NH4Cl and brine, then dried (MgSO4), filtered and concentrated. The crude material was rinsed with ether to yield the final product as white solid (30 mg, 91%). LCMS (apci) m/z=431.1 (M+H).

Workup

  1. washwashed with saturated NH4Cl and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe crude material was rinsed with ether

Sources & evidence

ORD record
ord-a1b1baff2f70476f9c85836424735b31
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

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