Ammonium Hydroxide → 8-(6-Aminohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one

HRID 1095805Notes

Reaction equation

HRID 1095805 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[C:10]([O:29][CH3:30])=[CH:11][CH:12]=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[C:14]2[NH:20][C:21]1[C:26]([Cl:27])=[CH:25][N:24]=[CH:23][C:22]=1[Cl:28].[OH-].[NH4+:32]>>[NH2:32][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[C:10]([O:29][CH3:30])=[CH:11][CH:12]=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[C:14]2[NH:20][C:21]1[C:22]([Cl:28])=[CH:23][N:24]=[CH:25][C:26]=1[Cl:27]

Participants

3

Reactant 2

HCID 14923Ammonium Hydroxide2×HCID 592681178-(6-chlorohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one2×

Product 1

HCID 533464738-(6-Aminohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one

Procedure

The title compound was prepared from 8-(6-chlorohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one (Intermediate 4) and 28% ammonium hydroxide following the procedure outlined in Example 18, Step 2 (modifications: 40° C., 24 h, then second aliquot of NH4OH added, then 60° C., 24 h).

Workup

  1. custom60° C., 24 h

Sources & evidence

ORD record
ord-60e0a3cf9bee45669483974a9ebfcc97
Source dataset
uspto-grants-2012_03
Patent number
US08138205B2

Reaction notes

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