2-Chloro-6-methoxypyridine → 4-Chloro-3,8-dimethyl-1-(6-methoxy-2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline

HRID 497971

Reaction equation

HRID 497971 reaction equation
[CH3:1][C:2]1[C:11]2[N:10]=[C:9]([CH2:12][C:13](=O)[CH3:14])O[C:7](=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[NH:17]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[N:20]=1)[NH2:18].[Cl:27]C1C=CC=C(OC)N=1>>[Cl:27][C:1]1[C:2]2[C:11](=[C:6]([CH3:7])[CH:5]=[CH:4][CH:3]=2)[N:10]=[C:9]2[N:17]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[N:20]=3)[N:18]=[C:13]([CH3:14])[C:12]=12

Participants

4

Reactant 3

HCID 870092-Chloro-6-methoxypyridineHCID 158882572-Hydrazinyl-6-methoxypyridineHCID 223203048-methyl-2-(2-oxopropyl)-4H-3,1-benzoxazin-4-one

Product 1

HCID 223202734-Chloro-3,8-dimethyl-1-(6-methoxy-2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline

Procedure

Following the procedures described in Reference Example 1-10 and Example 1-34, the title compound was prepared from 8-methyl-2-(2-oxopropyl)-4H-3,1-benzoxazin-4-one and 2-hydrazino-6-methoxypyridine which was prepared from 2-chloro-6-methoxypyridine following the procedure described in Reference Example 1-9 (75% yield).

Sources & evidence

ORD record
ord-241c07c965dd4f03a5b0efafaed91498
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Linked notes

Loading…