HCID 67078793, compound → HCID 67078730, compound

HRID 2360084Notes

Reaction equation

HRID 2360084 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[NH:10][C:9]=2[C:18]([OH:20])=O)=[CH:4][CH:3]=1.Cl.[NH2:22][CH2:23][C:24]1[N:25]=[CH:26][C:27]([C:30]([O:32][CH3:33])=[O:31])=[N:28][CH:29]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[C:11]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[NH:10][C:9]=2[C:18]([NH:22][CH2:23][C:24]2[N:25]=[CH:26][C:27]([C:30]([O:32][CH3:33])=[O:31])=[N:28][CH:29]=2)=[O:20])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 67078793HCID 67078793, compoundHCID 67079097HCID 67079097, compound

Product 1

HCID 67078730HCID 67078730, compoundYield 76%

Procedure

This material was prepared using a method substantially similar to that of Example 5 from 3-(4-fluorophenyl)-5-(2-thienyl)-1H-pyrrole-2-carboxylic acid and methyl 5-(aminomethyl)pyrazine-2-carboxylate hydrochloride, yielding the title compound. Methyl 5-[({[3-(4-fluorophenyl)-5-(2-thienyl)-1H-pyrrol-2-yl]carbonyl}amino)methyl]pyrazine-2-carboxylate: Yield 76%; 1H-NMR (500 MHz, δ ppm, CDCl3) 9.47 (sb, 1H), 9.07 (s, 1H), 8.64 (s, 1H), 7.47 (dd, J=8.3 Hz, J′=5.5 Hz, 2H), 7.24 (d, J=4.5 Hz, 1H), 7.21 (d, J=3.0 Hz, 1H), 7.16 (t, J=8.6 Hz, 2H), 7.06 (dd, J=4.5 Hz, J′=4.1 Hz, 1H), 6.64 (t, J=4.6 Hz, 1H), 6.40 (d, J=2.9 Hz, 1H), 4.72 (d, J=5.2 Hz, 2H), 4.04 (s, 3H).

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-af5d36238c7c43fe9b5364b3e0e099a3
Source dataset
uspto-grants-2014_04
Patent number
US08685992B2

Reaction notes

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