Dimethylformamide dimethyl acetal → HCID 68958049, compound

HRID 391237Notes

Reaction equation

[Cl:1][C:2]1[C:3]([F:27])=[C:4]([CH:24]=[CH:25][CH:26]=1)[CH2:5][C:6]1[C:7]([O:22][CH3:23])=[CH:8][C:9]([O:20][CH3:21])=[C:10]([C:12](=[O:19])[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:11]=1.CO[CH:30](OC)[N:31]([CH3:33])[CH3:32]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:3]([F:27])=[C:4]([CH:24]=[CH:25][CH:26]=1)[CH2:5][C:6]1[C:7]([O:22][CH3:23])=[CH:8][C:9]([O:20][CH3:21])=[C:10]([CH:11]=1)[C:12]([C:13](=[CH:30][N:31]([CH3:33])[CH3:32])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:19]

Participants

Conditions

Temperature: 95 °C

Procedure

Under a nitrogen atmosphere, ethyl 3-(5-(3-chloro-2-fluorobenzyl)-2,4-dimethoxyphenyl)-3-oxopropionate (2.76 g) and N,N-dimethylformamide dimethyl acetal (1.36 g) were dissolved in toluene. This solution was stirred at 95° C. for 10 hr, and the completion of the reaction was confirmed by HPLC. The reaction mixture was cooled to room temperature to give a solution of ethyl 2-(5-(3-chloro-2-fluorobenzyl)-2,4-dimethoxybenzoyl)-3-dimethylaminoacrylate in toluene. The reaction mixture was directly used in the next step.

Workup

temperatureThe reaction mixture was cooled to room temperature

Sources & evidence

ORD record: ord-d56f2e8cda8f48358f494b7d653012fa
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383819B2

Reaction notes

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