Maleic Acid → HCID 86659301, compound

HRID 1911811Notes

Reaction equation

HRID 1911811 reaction equation
[NH:1]1[CH2:5][CH2:4][C@H:3](/[CH:6]=[CH:7]/[C:8]2[CH:9]=[N:10][CH:11]=[N:12][CH:13]=2)[CH2:2]1.[C:14]([OH:21])(=[O:20])/[CH:15]=[CH:16]\[C:17]([OH:19])=[O:18]>C(#N)C>[C:14]([OH:21])(=[O:20])/[CH:15]=[CH:16]\[C:17]([OH:19])=[O:18].[NH:1]1[CH2:5][CH2:4][C@H:3](/[CH:6]=[CH:7]/[C:8]2[CH:13]=[N:12][CH:11]=[N:10][CH:9]=2)[CH2:2]1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 11528435753015-44-0

Product 1

HCID 86659301HCID 86659301, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

(R)-5-((E)-2-pyrrolidin-3-ylvinyl)pyrimidine free base (189 mg, 1.077 mmol, freshly prepared) was dissolved in acetonitrile (5 ml). The solution was then treated with 1.1 eq. of an maleic acid solution (1M in tetrahydrofuran) at ambient temperature. The mixture was warmed up to 50° C. and cooled down slowly to ambient temperature overnight. The solid obtained was filtered and dried under suction before being analysed by XRPD, and 1H-NMR. The XRPD diffractogram of (R)-5-((E)-2-pyrrolidin-3-ylvinyl)pyrimidine mono-maleate Form I is shown in FIG. 7.

Workup

  1. temperaturecooled down slowly to ambient temperature overnight
  2. customThe solid obtained
  3. filtrationwas filtered
  4. customdried under suction

Sources & evidence

ORD record
ord-1f4b2641f0c44647b10886ff06a30f59
Source dataset
uspto-grants-2013_12
Patent number
US08604191B2

Reaction notes

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