Triethylamine → HCID 11563438, compound

HRID 1791105Notes

Reaction equation

HRID 1791105 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[C:5]([Cl:12])[C:6]([CH:9]([CH3:11])[NH2:10])=[N:7][CH:8]=1.C(N(CC)CC)C.[Cl:20][C:21]1[N:29]=[CH:28][CH:27]=[C:26]([Cl:30])[C:22]=1[C:23](Cl)=[O:24]>C(Cl)Cl>[Br:2][C:3]1[CH:4]=[C:5]([Cl:12])[C:6]([CH:9]([NH:10][C:23]([C:22]2[C:21]([Cl:20])=[N:29][CH:28]=[CH:27][C:26]=2[Cl:30])=[O:24])[CH3:11])=[N:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 220273622,4-Dichloropyridine-3-carbonyl chlorideHCID 22027369HCID 22027369, compound

Product 1

HCID 11563438HCID 11563438, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of Step C (0.80 g), 1.21 mL of triethyl amine and 0.62 g of 2,4-dichloronicotinoyl chloride were combined in that order at <20° C. in 25 mL of methylene chloride, and the mixture was stirred at room temperature overnight. The reaction mixture was reduced in vacuo to produce the title compound, a compound of the invention, as a solid. NMR (CDCl3; 300 MHz): δ1.59 (d, 3H, J is 6.6 Hz), 5.75 (m, 1H), 7.3 (bs, 1H), 7.34 (d, 1H, J is 5.2 Hz), 7.91 (d, 1H, J is 1.9 Hz), 8.33 (d, 1H, J is 5.4 Hz), 8.49 (d, 1H, J is 1.9 Hz).

Sources & evidence

ORD record
ord-b7526cb3c00b4321a5b9b0c612c6bbab
Source dataset
uspto-grants-2006_07
Patent number
US07074742B2

Reaction notes

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