Hydrochloric Acid → (R)-3-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-1,1-dimethylurea hydrochloride

HRID 63979Notes

Reaction equation

HRID 63979 reaction equation
CO.[F:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16]1[CH:21]=[CH:20][N:19]2[N:22]=[CH:23][C:24]([NH:25][C:26](=[O:30])[N:27]([CH3:29])[CH3:28])=[C:18]2[N:17]=1.[ClH:31]>O1CCOCC1>[ClH:31].[F:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16]1[CH:21]=[CH:20][N:19]2[N:22]=[CH:23][C:24]([NH:25][C:26](=[O:30])[N:27]([CH3:28])[CH3:29])=[C:18]2[N:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 46188751(R)-3-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-1,1-dimethylurea

Product 1

HCID 67328532(R)-3-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-1,1-dimethylurea hydrochlorideYield 72%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a methanol (1 mL) solution of (R)-3-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-1,1-dimethylurea (8.5 mg, 0.022 mmol) was added HCl as a solution is dioxane (30 μL). After 30 minutes, the reaction was concentrated to provide (R)-3-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-1,1-dimethylurea hydrochloride (6.7 mg, 0.016 mmol, 72% yield) as a yellow solid.

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-6b3cbb08312f44b0b6c79f5ea6727b1b
Source dataset
uspto-grants-2016_09
Patent number
US09447104B2

Reaction notes

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