2-Chloropyridine-4-carbonyl chloride → HCID 22238155, compound

HRID 2117351Notes

Reaction equation

HRID 2117351 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:27])=[C:6]([N:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([N:19]4[CH2:25][CH2:24][CH2:23][N:22]([CH3:26])[CH2:21][CH2:20]4)[CH:15]=3)[N:10]=[CH:9]2)[CH:7]=1.[Cl:28][C:29]1[CH:34]=[C:33]([C:35](Cl)=[O:36])[CH:32]=[CH:31][N:30]=1>>[Cl:28][C:29]1[CH:34]=[C:33]([C:35]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([CH3:27])=[C:6]([N:8]3[C:17](=[O:18])[C:16]4[C:11](=[CH:12][CH:13]=[C:14]([N:19]5[CH2:25][CH2:24][CH2:23][N:22]([CH3:26])[CH2:21][CH2:20]5)[CH:15]=4)[N:10]=[CH:9]3)[CH:7]=2)=[O:36])[CH:32]=[CH:31][N:30]=1

Participants

3

Reactant 2

HCID 28000032-Chloropyridine-4-carbonyl chlorideHCID 22238161HCID 22238161, compound

Product 1

HCID 22238155HCID 22238155, compound

Procedure

Using an analogous procedure to that described in Example 5, 3-(5-amino-2-methylphenyl)-6-(4-methylhomopiperazin-1-yl)-3,4-dihydroquinazolin-4-one was reacted with 2-chloropyridine-4-carbonyl chloride to give the title compound; NMR Spectrum: (DMSOd6) 1.84-1.96 (m, 2H), 2.06 (s, 3H), 2.29 (s, 3H), 2.42-2.49 (m, 2H), 2.62-2.68 (m, 2H), 3.53 (t, 2H), 3.58-3.64 (m, 2H), 7.22 (d, 1H), 7.34 (m, 1H), 7.44 (m, 1H), 7.58 (d, 1H), 7.73-7.78 (m, 2H), 7.82-7.86 (m, 1H), 7.96-7.98 (m, 2H), 8.50-8.62 (m, 1H), 10.68 (s, 1H); Mass Spectrum: M+H+503 & 505.

Sources & evidence

ORD record
ord-a29ff9cbd8854ef7862414990ac8063b
Source dataset
uspto-grants-2008_10
Patent number
US07442704B2

Reaction notes

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