Methyl malonyl chloride → HCID 67230962, compound

HRID 1511996Notes

Reaction equation

HRID 1511996 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([NH:11][CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4].[CH3:19][O:20][C:21](=[O:26])[CH2:22][C:23](Cl)=[O:24]>>[CH3:1][O:2][C:3]([C:5]1[N:6]([N:11]([C:23](=[O:24])[CH2:22][C:21]([O:20][CH3:19])=[O:26])[CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 123460Methyl malonyl chlorideHCID 67231741HCID 67231741, compound

Product 1

HCID 67230962HCID 67230962, compound

Procedure

Prepared according to the acylation condition used in Example 2 step f) from 4-chloro-1-[(pyridin-3-ylmethyl)-amino]-1H-pyrrole-2-carboxylic acid methyl ester and chlorocarbonyl-acetic acid methyl ester (1.5 eq.). 1H NMR (CDCl3, δ in ppm): 8.55 (dd, 1H, J=1.8 Hz, 4.8 Hz), 8.34 (1H, J=2.2 Hz), 7.57 (m, 1H), 6.84 (d, 1H, J=2.2 Hz), 6.50 (d, 1.8 Hz), 5.29 (d, 1H, J=14.6 Hz), 4.45 (d, J=14.6 Hz), 3.76 (s, 3H), 3.69 (s, 3H), 3.19 (m, 2H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-74f161baa10146208c6f9df3e7387b4c
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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