Hydrochloric Acid → 7-methyl-4-{4-[2-(piperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile monohydrochloride

HRID 522289Notes

Reaction equation

HRID 522289 reaction equation
[ClH:1].[C:2]([C:4]1[N:5]=[C:6]([C:14]2[CH:35]=[CH:34][C:17]([O:18][CH2:19][CH2:20][CH:21]3[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]3)=[C:16]([C:36]([F:39])([F:38])[F:37])[CH:15]=2)[C:7]2[CH:12]=[CH:11][N:10]([CH3:13])[C:8]=2[N:9]=1)#[N:3]>CCOC(C)=O>[ClH:1].[CH3:13][N:10]1[C:8]2[N:9]=[C:4]([C:2]#[N:3])[N:5]=[C:6]([C:14]3[CH:35]=[CH:34][C:17]([O:18][CH2:19][CH2:20][CH:21]4[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]4)=[C:16]([C:36]([F:37])([F:38])[F:39])[CH:15]=3)[C:7]=2[CH:12]=[CH:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90065710tert-butyl 4-{2-[4-(2-cyano-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy]ethyl}piperidine-1-carboxylate

Product 1

HCID 1178996297-methyl-4-{4-[2-(piperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile monohydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A 4 M solution of hydrogen chloride in EtOAc (2 mL) was added to a solution of tert-butyl 4-{2-[4-(2-cyano-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy]ethyl}piperidine-1-carboxylate (232 mg) in EtOAc (2 mL) at room temperature, and the mixture was stirred at the same temperature for 1 hour. The precipitate was collected by filtration, whereby 7-methyl-4-{4-[2-(piperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile monohydrochloride (198 mg) was obtained as a white solid.

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-f362c4eed2a84215bc4ac200829314cb
Source dataset
uspto-grants-2016_05
Patent number
US09328118B2

Reaction notes

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