Isopropylamine → 6-bromo-N-isopropylpicolinamide

HRID 1059248Notes

Reaction equation

[Br:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.[CH:11]([NH2:14])([CH3:13])[CH3:12].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>>[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH:14][CH:11]([CH3:13])[CH3:12])=[O:10])[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 6363Isopropylamine

HCID 757711-Hydroxybenzotriazole

HCID 5939196-Bromopyridine-2-carboxylic acid

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 186686246-bromo-N-isopropylpicolinamide

Procedure

By the reaction in the same manner as in Example 55-(i) using 6-bromopicolinic acid (3.04 g), isopropylamine (5 ml), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (3.44 g) and 1-hydroxybenzotriazole (2.70 g), the title compound (3.10 g) was obtained as a colorless oil.

Sources & evidence

ORD record: ord-469fb88597ea4934b2d7ea73f8b3f4bd
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06518257B1

Reaction notes

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