Hydrochloric Acid → HCID 67456919, compound

HRID 1853063Notes

Reaction equation

HRID 1853063 reaction equation
[C:1]([CH2:3][C:4]1([N:15]2[CH:19]=[C:18]([C:20]3[N:25]4[CH:26]=[CH:27][N:28]=[C:24]4[CH:23]=[C:22]([C:29]4[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=4)[N:21]=3)[CH:17]=[N:16]2)[CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]1)#[N:2].[ClH:39]>O1CCOCC1>[ClH:39].[ClH:39].[F:38][C:35]([F:36])([F:37])[C:32]1[CH:31]=[CH:30][C:29]([C:22]2[N:21]=[C:20]([C:18]3[CH:17]=[N:16][N:15]([C:4]4([CH2:3][C:1]#[N:2])[CH2:7][NH:6][CH2:5]4)[CH:19]=3)[N:25]3[CH:26]=[CH:27][N:28]=[C:24]3[CH:23]=2)=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86685332HCID 86685332, compound

Product 1

HCID 67456919HCID 67456919, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 3-(cyanomethyl)-3-(4-(7-(4-(trifluoromethyl)phenyl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (400 mg; 0.764 mmol) in 1,4-dioxane (5 mL) was added, in two equal portions, a solution of hydrogen chloride (31 mmol; 4M in 1,4-dioxane). The resulting suspension was stirred in a sealed vial for 2 days at ambient temperature. The solvent was evaporated under a stream of nitrogen and the resulting solid was dried under vacuum to give an off white solid (370 mg). MS (apci) m/z=424.1 (M+H).

Workup

  1. customThe solvent was evaporated under a stream of nitrogen
  2. customthe resulting solid was dried under vacuum

Sources & evidence

ORD record
ord-74003a3dd6bc43d8a9f6c8b74d1ded4b
Source dataset
uspto-grants-2015_02
Patent number
US08962596B2

Reaction notes

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