Hydrochloric Acid → HCID 67306971, compound

HRID 588542Notes

Reaction equation

HRID 588542 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:17]=[CH:18][C:19]2[N:20]([C:22]([NH:25][C:26]([N:28]3[CH2:31][CH:30]([CH2:32][OH:33])[CH2:29]3)=[O:27])=[CH:23][N:24]=2)[N:21]=1.[ClH:34]>O1CCOCC1>[ClH:34].[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:17]=[CH:18][C:19]2[N:20]([C:22]([NH:25][C:26]([N:28]3[CH2:29][CH:30]([CH2:32][OH:33])[CH2:31]3)=[O:27])=[CH:23][N:24]=2)[N:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 58334519HCID 58334519, compound

Product 1

HCID 67306971HCID 67306971, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a methanol (1 mL) solution of (R)—N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3-(hydroxymethyl)azetidine-1-carboxamide (9.9 mg, 0.0231 mmol) was added HCl as a solution is dioxane (30 μL). After 30 minutes, the reaction was concentrated to provide (R)—N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3-(hydroxymethyl)azetidine-1-carboxamide hydrochloride (10.2 mg, 0.0219 mmol, 94.9% yield) as a yellow solid. MS (apci) m/z=429.4 (M+H).

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-bcb55687b7524f24ad2e99b231b3d3b6
Source dataset
uspto-grants-2016_01
Patent number
US09227975B2

Reaction notes

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