4-Chlorobenzoyl chloride → HCID 10193724, compound

HRID 2182816Notes

Reaction equation

HRID 2182816 reaction equation
Cl.[Cl:2][C:3]1[N:8]=[CH:7][C:6]([C:9]([C:11]2[N:12]([CH3:16])[CH:13]=[CH:14][CH:15]=2)=[O:10])=[CH:5][CH:4]=1.[Cl:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1>>[Cl:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([C:14]2[CH:15]=[C:11]([C:9]([C:6]3[CH:7]=[N:8][C:3]([Cl:2])=[CH:4][CH:5]=3)=[O:10])[N:12]([CH3:16])[CH:13]=2)=[O:23])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 22481057HCID 22481057, compound

Product 1

HCID 10193724HCID 10193724, compound

Procedure

Following the protocol of Example 8 and employing (6-chloropyridin-3-yl)-(1-methyl-1H-pyrrol-2-yl)methanone hydrochloride in place of (1-methyl-1H-pyrrol-2-yl)-pyridin-3-ylmethanone hydrochloride and 4-chlorobenzoyl chloride in place of 4-fluorobenzoyl chloride, the title compound was obtained and recrystallized from MTBE: mp 150-152° C. ES-MS m/z=360 (M++H). 1H NMR (300 MHz, CDCl3) δ 4.1 (s, 3H); 7.2 (s, 1H); 7.5 (m, 3H); 7.56 (s, 1H); 7.8 (dd, 2H); 8.05 (d, 1H); 8.8 (s, 1H). Anal calc'd for C18H12C2N2O2: 60.19; H, 3.37; N, 7.8. Found: C, 59.9; H, 3.34; N, 7.71.

Sources & evidence

ORD record
ord-31792df5bb3e4017aa0b57610cc7be7a
Source dataset
uspto-grants-2005_05
Patent number
US06897319B2

Reaction notes

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