2-Chloropyridine-5-boronic acid → [5-(6-Chloro-pyridin-3-yl)-2-methyl-[1,7]naphthyridin-8-yl]-(2-methyl-thiazol-4-yl)-amine

HRID 1787621Notes

Reaction equation

HRID 1787621 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5](I)=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[CH:8]=[CH:7]2.[Cl:14][C:15]1[CH:20]=[CH:19][C:18](B(O)O)=[CH:17][N:16]=1.[NH2:24][C:25]1[N:26]=[C:27]([CH3:30])[S:28][CH:29]=1>>[Cl:14][C:15]1[N:16]=[CH:17][C:18]([C:5]2[CH:4]=[N:3][C:2]([NH:24][C:25]3[N:26]=[C:27]([CH3:30])[S:28][CH:29]=3)=[C:11]3[C:6]=2[CH:7]=[CH:8][C:9]([CH3:12])=[N:10]3)=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 38450342-Chloropyridine-5-boronic acidHCID 147727002-Methyl-1,3-thiazol-4-amineHCID 576003528-Chloro-5-iodo-2-methyl-[1,7]naphthyridine

Product 1

HCID 16116926[5-(6-Chloro-pyridin-3-yl)-2-methyl-[1,7]naphthyridin-8-yl]-(2-methyl-thiazol-4-yl)-amine

Procedure

The title compound, MS: m/e=368.0 (M+H+), was prepared in accordance with the general method of example 15 step 1 and step 3 from 8-chloro-5-iodo-2-methyl-[1,7]naphthyridine (Example I), 2-chloro-5-pyridineboronic acid and 4-amino-2-methylthiazole (Example F).

Sources & evidence

ORD record
ord-49090720f4af4bad98f01904fd8727ca
Source dataset
uspto-grants-2009_03
Patent number
US07511055B2

Reaction notes

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