Hydrochloric Acid → HCID 57438747, compound

HRID 2233085Notes

Reaction equation

HRID 2233085 reaction equation
COC([C:5]1[C:6]2[N:7]([CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[F:21])[N:13]=2)[CH:8]=[CH:9][N:10]=1)=O.CO.Cl.C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[C:12]1[N:13]=[C:6]2[CH:5]=[N:10][CH:9]=[CH:8][N:7]2[CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 516892Sodium BicarbonateHCID 58869533HCID 58869533, compound

Product 1

HCID 57438747HCID 57438747, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
105 °C

Procedure

2-(2,4-Difluorophenyl)-imidazo[1,2-a]pyrazine-8-carboxylic acid methyl ester (prepared from general procedure B using 3-aminopyrazine-2-carboxylic acid methyl ester and 2-bromo-1-(2,4-difluorophenyl)-ethanone; 5.0 g, 17 mmol) was dissolved in DCM (30 mL) and MeOH (30 mL) and was treated with 1.0 M aqueous HCl (160 mL). The mixture was heated at about 105° C. for about 13 h, allowed to cool to ambient temperature, and neutralized with NaHCO3. The solid was filtered and dried overnight to yield the title compound (2.76 g, 70%): LC/MS (Table 1, Method b) Rt=1.9 min; MS m/z: 232.0 (M+H)+.

Workup

  1. temperatureto cool to ambient temperature
  2. filtrationThe solid was filtered
  3. customdried overnight

Sources & evidence

ORD record
ord-f50e116ca41043b8bbb9cf6a0cc1807a
Source dataset
uspto-grants-2010_05
Patent number
US07709468B2

Reaction notes

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