Methanol → HCID 57438763, compound

HRID 2233091Notes

Reaction equation

HRID 2233091 reaction equation
[Na].COC([C:6]1[C:7]2[N:8]([CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[N:14]=2)[CH:9]=[CH:10][N:11]=1)=O.[CH3:22][OH:23]>>[F:21][C:18]1[CH:17]=[CH:16][C:15]([C:13]2[N:14]=[C:7]3[C:6]([O:23][CH3:22])=[N:11][CH:10]=[CH:9][N:8]3[CH:12]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545Sodium2×HCID 57438736Methyl 2-(4-fluorophenyl)imidazo[1,2-a]pyrazine-8-carboxylate

Product 1

HCID 57438763HCID 57438763, compound

Conditions

Temperature
50 °C

Procedure

A mixture of MeOH (18 mL) and sodium (1.1 g, 48 mmol) was stirred at ambient temperature until the sodium was consumed then 8-chloro-2-(4-fluorophenyl)-imidazo[1,2-a]pyrazine (prepared from general procedure B using 3-chloropyrazin-2-ylamine and 2-bromo-1-(4-fluorophenyl)-ethanone; 1.0 g, 4 mmol) was added. The mixture was heated at about 50° C. for about 1 h. The mixture was cooled to ambient temperature and filtered. The beige solid isolated was carried on crude. (0.98 g, 100%): LC/MS (Table 1, Method b) Rt=1.8 min; MS m/z: 244.1 (M+H)+.

Workup

  1. customwas consumed
  2. temperatureThe mixture was cooled to ambient temperature
  3. filtrationfiltered
  4. customThe beige solid isolated

Sources & evidence

ORD record
ord-7a9de3dae3dc4da0884e74334ea093b5
Source dataset
uspto-grants-2010_05
Patent number
US07709468B2

Reaction notes

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