Water → HCID 22048232, compound

HRID 1830610Notes

Reaction equation

HRID 1830610 reaction equation
[ClH:1].[CH2:2]([N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][N:14]=2)[C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24][CH2:25][OH:26])[CH:17]=2)=[C:8]([NH:27][C:28]([NH:30][C:31]2[C:36]([CH:37]([CH3:39])[CH3:38])=[CH:35][C:34]([NH2:40])=[CH:33][C:32]=2[CH:41]([CH3:43])[CH3:42])=[O:29])[C:7]1=[O:44])[CH2:3][CH2:4][CH3:5].O>CO>[OH2:22].[ClH:1].[CH2:2]([N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][N:14]=2)[C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24][CH2:25][OH:26])[CH:17]=2)=[C:8]([NH:27][C:28]([NH:30][C:31]2[C:32]([CH:41]([CH3:43])[CH3:42])=[CH:33][C:34]([NH2:40])=[CH:35][C:36]=2[CH:37]([CH3:39])[CH3:38])=[O:29])[C:7]1=[O:44])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 962WaterHCID 10282637259224-95-8

Product 1

HCID 22048232HCID 22048232, compoundYield 136.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of an amorphous solid of N-[1-butyl-4-[3-[3-(hydroxy)propoxy]phenyl]-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N′-(2,6-diisopropyl-4-aminophenyl)urea hydrochloride (125 g) in methanol (375 ml) was stirred with heating at about 60° C. to dissolve the solid. Water (3.7 ml) was added thereto, and the mixture was stirred for 15 minutes, and filtered while the mixture was hot. The filtrate was stirred at 40° C. to 50° C. for about 2 hours, and then allowed to stand for cooling. The mixture was stirred at room temperature for 14 hours, and then stirred under ice-cooling for 2 hours. The precipitated crystals were collected by filtration to give the title compound as colorless crystals (87.5 g).

Workup

  1. dissolutionto dissolve the solid
  2. stirringthe mixture was stirred for 15 minutes
  3. filtrationfiltered while the mixture
  4. stirringThe filtrate was stirred at 40° C. to 50° C. for about 2 hours
  5. temperaturefor cooling
  6. stirringThe mixture was stirred at room temperature for 14 hours
  7. stirringstirred under ice-
  8. temperaturecooling for 2 hours
  9. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-121c8261abac4af99760cec554ea8de8
Source dataset
uspto-grants-2006_06
Patent number
US07067528B2

Reaction notes

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