HCID 57987110, compound → HCID 51039086, compound

HRID 2360091Notes

Reaction equation

HRID 2360091 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:11][C:10]=2[C:20](O)=[O:21])=[CH:5][CH:4]=1.Cl.[NH2:24][CH2:25][C:26]1[CH:40]=[CH:39][C:29]([C:30]([NH:32][C:33]2[N:38]=[CH:37][CH:36]=[CH:35][N:34]=2)=[O:31])=[CH:28][CH:27]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:11][C:10]=2[C:20]([NH:24][CH2:25][C:26]2[CH:40]=[CH:39][C:29]([C:30]([NH:32][C:33]3[N:34]=[CH:35][CH:36]=[CH:37][N:38]=3)=[O:31])=[CH:28][CH:27]=2)=[O:21])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 57987110HCID 57987110, compoundHCID 67079196HCID 67079196, compound

Product 1

HCID 51039086HCID 51039086, compoundYield 58%

Procedure

This material was prepared using a method substantially similar to that of Example 5 from 3-(4-methoxyphenyl)-5-phenyl-1H-pyrrole-2-carboxylic acid and 4-(aminomethyl)-N-pyrimidin-2-ylbenzamide hydrochloride, yielding the title compound. 3-(4-Methoxyphenyl)-5-phenyl-N-{4-[(pyrimidin-2-ylamino)carbonyl]benzyl}-1H-pyrrole-2-carboxamide: Yield 58%; m.p. 190-191° C.; IR 3396, 3251, 1623, 1571, 1525, 1429, 1243 cm−1; 1H-NMR (300 MHz, δ ppm, CDCl3) 9.72 (s, 1H), 8.83 (s, 1H), 8.66 (d, J=4.9 Hz, 2H), 7.88 (d, J=8.3 Hz, 3H), 7.57 (d, J=7.1 Hz, 2H), 7.44-7.23 (m, 6H), 7.06 (t, J=4.9 Hz, 1H), 6.90 (d, J=8.7 Hz, 2H), 6.49 (d, J=3.1 Hz, 1H), 6.12 (t, J=5.8 Hz, 1H), 4.51 (d, J=5.9 Hz, 2H), 3.82 (s, 3H); 1C-NMR (75 MHz, δ ppm, CDCl3) 164.9, 161.6, 159.7, 158.7, 158.2, 143.1, 134.7, 133.6, 131.6, 130.9, 129.2, 128.4, 128.2, 127.9, 127.6, 125.0, 122.3, 117.1, 114.7, 109.9, 55.6, 43.1.

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-207e49ec7f3146299301714259e8a538
Source dataset
uspto-grants-2014_04
Patent number
US08685992B2

Reaction notes

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