Methyl malonyl chloride → HCID 67230611, compound

HRID 1511980Notes

Reaction equation

HRID 1511980 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]([Cl:19])=[CH:15][CH:14]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4].[CH3:20][O:21][C:22](=[O:27])[CH2:23][C:24](Cl)=[O:25]>>[CH3:1][O:2][C:3]([C:5]1[N:6]([N:11]([C:24](=[O:25])[CH2:23][C:22]([O:21][CH3:20])=[O:27])[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 123460Methyl malonyl chlorideHCID 67230727HCID 67230727, compound

Product 1

HCID 67230611HCID 67230611, compound

Procedure

Prepared according to the acylation condition used in Example 2 step f) from 4-chloro-1-(4-chloro-benzylamino)-1H-pyrrole-2-carboxylic acid methyl ester and chlorocarbonyl-acetic acid methyl ester (1.5 eq.). 1H NMR (CDCl3, δ in ppm): 7.26 (d, 2H, J=8.2 Hz), 7.08 (d, 2H, J=8.8 Hz), 6.83 (d, 1H, J=2.2 Hz), 6.47 (d, 1H, J=1.8 Hz), 5.27 (d, 1H, J=14.6 Hz), 4.27 (d, 1H, J=14.6 Hz), 3.75 (s, 3H), 3.69 (s, 3H), 3.18 (m, 2H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-42357aca49904a15a5b4268793def3ea
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

Loading…