Trifluoroacetic acid → HCID 19759273, compound

HRID 248407Notes

Reaction equation

C(O[CH:4](OCC)[CH:5]([NH:7]/[C:8](/[C:12]1[CH:17]=[CH:16][C:15]([C:18]([O:20][CH3:21])=[O:19])=[CH:14][CH:13]=1)=[CH:9]\[C:10]#[N:11])[CH3:6])C.FC(F)(F)C(O)=O>C(OCC)(=O)C>[CH3:21][O:20][C:18]([C:15]1[CH:14]=[CH:13][C:12]([C:8]2[NH:7][C:5]([CH3:4])=[CH:6][C:9]=2[C:10]#[N:11])=[CH:17][CH:16]=1)=[O:19]

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture (117.0 g) of (E)-3-(2,2-diethoxy-1-methylethylamino-3-(4-methoxycarbonylphenyl)acrylonitrile and (Z)-3-(2,2-diethoxy-1-methylethylamino)-3-(4-methoxycarbonylphenyl)acrylonitrile was treated with trifluoroacetic acid (200 ml) at 0° C. for 30 minutes and then at ambient temperature for 30 minutes. To the mixture ethyl acetate (300 ml) was added at 0° C. and this mixture was stirred at 0° C. for 15 minutes. The precipitates were collected by vacuum filtration to afford 2-(4-methoxycarbonylphenyl)-5-methylpyrrole-3-carbonitrile as an orange powder (54.8 g).

Workup

filtrationThe precipitates were collected by vacuum filtration

Sources & evidence

ORD record: ord-e7c4f200ed094657977f543d9b4beb86
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05210092

Reaction notes

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