Orotic Acid → HCID 66996102, compound

HRID 2283452Notes

Reaction equation

HRID 2283452 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:24])(=[O:23])[C:15]1[NH:22][C:20](=[O:21])[NH:19][C:17](=[O:18])[CH:16]=1>C(#N)C>[C:14]([OH:24])(=[O:23])[C:15]1[NH:22][C:20](=[O:21])[NH:19][C:17](=[O:18])[CH:16]=1.[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 967Orotic AcidHCID 11528435753015-44-0

Product 1

HCID 66996102HCID 66996102, 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 orotic acid solution (1 M in ethanol) 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-orotate Form I is shown in FIG. 6.

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-4b3157c0f234442e81b45b0281f03d44
Source dataset
uspto-grants-2015_09
Patent number
US09145396B2

Reaction notes

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