Hydrochloric Acid → HCID 86724874, compound

HRID 510380Notes

Reaction equation

HRID 510380 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[CH:10][C:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[C:14]=3[CH3:23])=[C:4]2[N:3]=1.C[O-].[Na+].[C:27](OCC)(=[O:29])C.Cl>CO>[Cl:1][C:2]1[CH:7]=[C:6]([O:29][CH3:27])[N:5]2[N:9]=[CH:10][C:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[C:14]=3[CH3:23])=[C:4]2[N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 10942334Sodium MethoxideHCID 86724872HCID 86724872, compound

Product 1

HCID 86724874HCID 86724874, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
25 °C

Procedure

To a solution of 5,7-dichloro-3-{[2-methyl-3-(trifluoromethyl)phenyl]methyl}pyrazolo[1,5-a]pyrimidine (247 mg, 0.69 mmol) in methanol (2 ml) stirred under nitrogen at room temp was added a 25% sodium methoxide solution in methanol (163 mg, 0.75 mmol) dropwise. The reaction mixture was stirred at 25° C. for 30 minutes. Reaction mixture was diluted ethyl acetate (30 mL) and 5% HCl (10 mL). Two layers were separated. Organic layer was dried and concentrated. The titled product was obtained and used in next step. (193 mg, 79%); LC/MS: MS (ES+) m/e 356 (MH+).

Workup

  1. customReaction mixture
  2. customTwo layers were separated
  3. customOrganic layer was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a195fcf77eeb4f4db4a2ab428b460146
Source dataset
uspto-grants-2015_08
Patent number
US09096605B2

Reaction notes

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