Fumaric Acid → 4-(Dimethylamino)butyl 2-(4-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)phenyl)acetate difumaric acid salt

HRID 445059Notes

Reaction equation

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

Participants

Conditions

Temperature: 25 °C

Procedure

Fumaric acid (52.6 mg) was added to a stirred solution of 4-(dimethylamino)butyl 2-(4-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)phenyl)acetate (100.0 mg) in ethanol (0.6 ml). The solution was diluted with iPrOAc (0.6 ml) and stirred at 25° C. for 5 h. The resulting precipitate was collected by filtration, washed with combined solution with iPrOAc (0.6 ml) and ethanol (0.6 ml), and dried under reduced pressure to give the title compound as a white solid, 125.6 mg.

Workup

filtrationThe resulting precipitate was collected by filtration
washwashed with combined solution with iPrOAc (0.6 ml) and ethanol (0.6 ml)
customdried under reduced pressure

Sources & evidence

ORD record: ord-fb36ec132ad94e27a3cbface8579a5fc
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08476288B2

Reaction notes

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