Hydrochloric Acid → 4-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)-2-ethoxybenzoic acid hydrochloride

HRID 714855Notes

Reaction equation

HRID 714855 reaction equation
[C:1]([C@@:3]1([CH:32]2[CH2:34][CH2:33]2)[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]3[CH:27]=[CH:26][C:18]([C:19]([O:21]C(C)(C)C)=[O:20])=[C:17]([O:28][CH2:29][CH3:30])[CH:16]=3)[N:9]=2)[C:4]1=[O:31])#[N:2].[ClH:35]>C(OCC)(=O)C>[ClH:35].[C:1]([C@@:3]1([CH:32]2[CH2:34][CH2:33]2)[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]3[CH:27]=[CH:26][C:18]([C:19]([OH:21])=[O:20])=[C:17]([O:28][CH2:29][CH3:30])[CH:16]=3)[N:9]=2)[C:4]1=[O:31])#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 117841126tert-butyl 4-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl) pyrimidin-2-yl)amino)-2-ethoxybenzoate

Product 1

HCID 1178406244-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)-2-ethoxybenzoic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl 4-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)-2-ethoxybenzoate (40 mg) obtained in Step D of Example 139 in ethyl acetate (4.0 mL) was added a solution of 4 M hydrogen chloride in ethyl acetate (4.0 mL), the mixture was stirred at room temperature for 2 hr, and the solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate to give the title compound (20 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. washThe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-c40c1d34cd4d41febe4b7073a51f10fd
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

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