HCID 118208576, compound → HCID 118208624, compound

HRID 595267Notes

Reaction equation

COC1C=C(OC)C=CC=1C[N:6]1[CH2:10][CH:9]([CH:11]([N:13]2[CH:17]=[C:16]([C:18]3[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([NH:25][C:26]4[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[CH:28][N:27]=4)[N:19]=3)[CH:15]=[N:14]2)[CH3:12])[CH2:8][C:7]1=[O:36]>C(O)(C(F)(F)F)=O>[CH3:24][C:22]1[CH:21]=[C:20]([NH:25][C:26]2[CH:31]=[C:30]([C:32]([F:35])([F:33])[F:34])[CH:29]=[CH:28][N:27]=2)[N:19]=[C:18]([C:16]2[CH:15]=[N:14][N:13]([CH:11]([CH:9]3[CH2:10][NH:6][C:7](=[O:36])[CH2:8]3)[CH3:12])[CH:17]=2)[CH:23]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 1-(2,4-dimethoxybenzyl)-4-{1-[4-(4-methyl-6-{[4-(trifluoromethyl)-pyridin-2-yl]amino}pyridin-2-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-2-one (100 mg, 0.17 mmol) in TFA (5 mL) was stirred at 60° C. for 3 hours. The solvent was removed under reduced pressure and the crude product was purified by reverse phase HPLC (ACN/water with 0.1% formic acid modifier) to afford 4-{1-[4-(4-methyl-6-{[4-(trifluoromethyl)pyridin-2-yl]amino}pyridin-2-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-2one.

Workup

customThe solvent was removed under reduced pressure
customthe crude product was purified by reverse phase HPLC (ACN/water with 0.1% formic acid modifier)

Sources & evidence

ORD record: ord-de05d22914fd4a5c81a4a0df2b98af7d
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09242984B2

Reaction notes

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