Methyl malonyl chloride → HCID 67231924, compound

HRID 1511971Notes

Reaction equation

HRID 1511971 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4].[CH3:23][O:24][C:25](=[O:30])[CH2:26][C:27](Cl)=[O:28]>>[CH3:1][O:2][C:3]([C:5]1[N:6]([N:11]([C:27](=[O:28])[CH2:26][C:25]([O:24][CH3:23])=[O:30])[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:20])[F:21])=[CH:15][CH:14]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 123460Methyl malonyl chlorideHCID 67230994HCID 67230994, compound

Product 1

HCID 67231924HCID 67231924, compound

Procedure

Prepared according to the acylation condition used in Example 2 step f) from 4-chloro-1-(4-trifluoromethyl-benzylamino)-1H-pyrrole-2-carboxylic acid methyl ester and chlorocarbonylacetic acid methyl ester (1.5 eq.). 1H NMR (CDCl3, δ in ppm): 7.56 (d, 2H, J=8.0 Hz), 7.30 (d, 2H, J=8.0 Hz), 6.84 (d, 1H, J=2.2 Hz), 6.52 (d, 2H, J=2.2 Hz), 5.31 (d, 1H, J=14.6 Hz), 4.48 (d, 1H, J=15.0 Hz), 3.73 (s, 3H), 3.72 (s, 3H), 3.20 (dd, 3H, J=14.6 Hz, 16.2 Hz).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b9b2e9c1a16a44008271a3653871ec80
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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