Chloroform → HCID 68107225, compound

HRID 2403618Notes

Reaction equation

HRID 2403618 reaction equation
C(OC([NH:8][CH2:9][C:10]([N:12]([CH2:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:22]=[N:23][C:24]([N:27]3[CH2:32][CH2:31][N:30]([C:33]4[N:38]=[CH:37][C:36](/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42])=[CH:35][C:34]=4[CH3:44])[CH2:29][CH2:28]3)=[N:25][CH:26]=2)[CH:18]=[CH:19][CH:20]=1)[CH3:13])=[O:11])=O)(C)(C)C.C(Cl)(Cl)[Cl:46].[ClH:49].O1CCOCC1>O1CCOCC1>[ClH:46].[ClH:49].[NH2:8][CH2:9][C:10]([N:12]([CH2:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:22]=[N:23][C:24]([N:27]3[CH2:32][CH2:31][N:30]([C:33]4[N:38]=[CH:37][C:36](/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42])=[CH:35][C:34]=4[CH3:44])[CH2:29][CH2:28]3)=[N:25][CH:26]=2)[CH:18]=[CH:19][CH:20]=1)[CH3:13])=[O:11]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 204431481,4-Dioxane hydrochlorideHCID 68106629HCID 68106629, compound

Product 1

HCID 68107225HCID 68107225, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(2E)-3-[6-(4-{5-[3-({[N-(tert-Butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperazin-1-yl)-5-methylpyridin-3-yl]acrylic acid (147 mg) was dissolved in dioxane (3 ml), and CHCl3 (1 ml) and 4 M hydrogen chloride/dioxane (1 ml) was added thereto, followed by stirring at room temperature overnight. The precipitated solid was collected by filtration to obtain (2E)-3-(6-{-4-[5-(3-{[glycyl(methyl)amino]methyl}phenyl)pyrimidin-2-yl]piperazin-1-yl}-5-methylpyridin-3-yl)acrylic acid dihydrochloride (130 mg).

Workup

  1. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-6a5916722d3a4ecdb1882d19c166d849
Source dataset
uspto-grants-2014_08
Patent number
US08802679B2

Reaction notes

Loading…