Isopropylamine → 5,6-Dichloro-N-isopropylnicotinamide

Reaction equation

[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:24]([NH2:27])([CH3:26])[CH3:25]>>[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([NH:27][CH:24]([CH3:26])[CH3:25])=[O:9])[CH:5]=[N:4][C:3]=1[Cl:11]

Participants

Reactant 3

HCID 6363Isopropylamine

HCID 682631,1'-Carbonyldiimidazole

HCID 2479875,6-Dichloronicotinic acid

Product 1

HCID 226446015,6-Dichloro-N-isopropylnicotinamide

Procedure

The product was prepared from 5,6-dichloro-nicotinic acid (0.86 g), carbonyldiimidazole (0.8 g) and isopropylamine (0.52 ml) using the method of example 115 step (i). Yield 0.69 g.

Sources & evidence

ORD record: ord-f1ffc7c8e07f4e9eb7419c95329ccd01
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06812226B2

Reaction notes

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