Ethyl 3-[4-(chlorosulfonyl)phenyl]-2,2-dimethylpropanoate → HCID 86731596, compound

HRID 1746425Notes

Reaction equation

[CH3:1][CH:2]([CH3:16])[CH2:3][NH:4][C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:6]=1[CH3:15].Cl[S:18]([C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([CH3:35])([CH3:34])[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:23][CH:22]=1)(=[O:20])=[O:19]>N1C=CC=CC=1>[CH2:3]([N:4]([C:5]1[CH:10]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:8]=[CH:7][C:6]=1[CH3:15])[S:18]([C:21]1[CH:22]=[CH:23][C:24]([CH2:27][C:28]([CH3:34])([CH3:35])[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:25][CH:26]=1)(=[O:20])=[O:19])[CH:2]([CH3:16])[CH3:1]

Participants

Conditions

Temperature: 20 °C

Procedure

To a stirred solution of (2-methylpropyl)[2-methyl-5-(trifluoromethyl)phenyl]amine (50 mg, 0.216 mmol) in pyridine (5 mL) in air, at room temperature, was added ethyl 3-[4-(chlorosulfonyl)phenyl]-2,2-dimethylpropanoate (65.9 mg, 0.216 mmol). The reaction mixture was stirred at 20° C. for 30 minutes, then stood overnight. The solvent was evaporated in vacuo to give the crude material which was then purified by MDAP (Method F) to give the required product, 20 mg. LCMS (M+1) 500, RT 1.53 mins.

Workup

waitstood overnight
customThe solvent was evaporated in vacuo
customto give the crude material which
customwas then purified by MDAP (Method F)

Sources & evidence

ORD record: ord-9fcb6b53cc01484fb1392d613051615a
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150508B2

Reaction notes

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