4-chloroquinolin-3-amine → HCID 86625942, compound

HRID 2105453Notes

Reaction equation

HRID 2105453 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[Cl:12])=[N:9][CH:8]=[CH:7][CH:6]=2.[NH2:13][C:14]1[CH:15]=[N:16][C:17]2[C:22]([C:23]=1[Cl:24])=[CH:21][CH:20]=[CH:19][CH:18]=2>>[Cl:12][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][N:9]=2)[N:4]=[CH:3][C:2]=1[NH-:1].[Cl:24][C:23]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=[CH:15][C:14]=1[NH-:13]

Participants

4

Reactant 2

HCID 8173324-chloroquinolin-3-amineHCID 666199614-Chloro-1,5-naphthyridin-3-amine

Product 2

HCID 86625942HCID 86625942, compoundHCID 86625943HCID 86625943, compound

Procedure

In step (6) of Reaction Scheme II, a 3-amino-4-chloro[1,5]naphthyridine or 3-amino-4-chloroquinoline of Formula XXXI is reacted with an acyl halide of Formula R2C(O)Cl or R2C(O)Br to provide an N-(4-chloro[1,5]naphthyridin-3-yl)amide or N-(4-chloroquinolin-3-yl)amide of Formula XXXII. The reaction can be carried out using the method described in step (2) of Reaction Scheme I.

Workup

  1. customIn step (6) of Reaction Scheme II

Sources & evidence

ORD record
ord-fcc7b40f76cd47a79acff92a409068b7
Source dataset
uspto-grants-2009_08
Patent number
US07579359B2

Reaction notes

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