Hydrochloric Acid → HCID 117899594, compound

HRID 522273Notes

Reaction equation

HRID 522273 reaction equation
Cl.[Cl:2][C:3]1[N:4]=[C:5]([C:16]2[CH:37]=[CH:36][C:19]([O:20][CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]3)=[C:18]([C:38]([F:41])([F:40])[F:39])[CH:17]=2)[C:6]2[CH:11]=[CH:10][N:9]([CH2:12][CH2:13][O:14][CH3:15])[C:7]=2[N:8]=1>CCOC(C)=O>[ClH:2].[Cl:2][C:3]1[N:4]=[C:5]([C:16]2[CH:37]=[CH:36][C:19]([O:20][CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[C:18]([C:38]([F:39])([F:40])[F:41])[CH:17]=2)[C:6]2[CH:11]=[CH:10][N:9]([CH2:12][CH2:13][O:14][CH3:15])[C:7]=2[N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90065621HCID 90065621, compound

Product 1

HCID 117899594HCID 117899594, compoundYield 199.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A 4 M solution of hydrogen chloride in EtOAc (5 mL) was added to a suspension of tert-butyl 4-(2-{4-[2-chloro-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-2-(trifluoromethyl)phenoxy}ethyl)piperidine-1-carboxylate (500 mg) in EtOAc (5 mL), and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, whereby 2-chloro-7-(2-methoxyethyl)-4-{4-[2-(piperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7H-pyrrolo[2,3-d]pyrimidine monohydrochloride (445 mg) was obtained as a pale yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9c9c1622b6cb41f29cdb6bbffa4988a3
Source dataset
uspto-grants-2016_05
Patent number
US09328118B2

Reaction notes

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