Maleic Acid → HCID 86659301, compound

HRID 2283453Notes

Reaction equation

HRID 2283453 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-0928959bca6f46e890b889f912bb8aa6
Source dataset
uspto-grants-2015_09
Patent number
US09145396B2

Reaction notes

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