Potassium Carbonate → HCID 66916474, compound

HRID 917313Notes

Reaction equation

HRID 917313 reaction equation
C(=O)([O-])[O-].[K+:5].[K+].[C:7]([C:9]1[CH:10]=[C:11]([C:15]2[N:16]=[C:17]([CH:25]3[CH2:30][CH2:29][CH:28]([O:31][CH2:32][C:33]([OH:35])=[O:34])[CH2:27][CH2:26]3)[CH:18]=[C:19]3[C:24]=2[N:23]=[CH:22][CH:21]=[CH:20]3)[CH:12]=[CH:13][CH:14]=1)#[N:8]>O.CO>[C:7]([C:9]1[CH:10]=[C:11]([C:15]2[N:16]=[C:17]([CH:25]3[CH2:26][CH2:27][CH:28]([O:31][CH2:32][C:33]([O-:35])=[O:34])[CH2:29][CH2:30]3)[CH:18]=[C:19]3[C:24]=2[N:23]=[CH:22][CH:21]=[CH:20]3)[CH:12]=[CH:13][CH:14]=1)#[N:8].[K+:5]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 10110755HCID 10110755, compound

Product 1

HCID 66916474HCID 66916474, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Potassium carbonate (10.1 mg, 0.074 mmol) in water (1 ml) is added to a solution of {4-[8-(3-cyano-phenyl)-[1,7]naphthyridin-6-yl]cyclohexyloxy}-acetic acid (59 mg, 0.15 mmol) in methanol (6 ml). The reaction mixture is stirred at room temperature for 30 minutes, filtered and concentrated. The product is lyophilised from water (×3) then dried at 40° C. in vacuo for 18 hours. Recrystallisation from CH2Cl2/ether gives the product. m.p 148-150° C. (decomp.) MS (ES+) [M+H]+ 388.1635

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customthen dried at 40° C. in vacuo for 18 hours
  4. customRecrystallisation from CH2Cl2/ether
  5. customgives the product

Sources & evidence

ORD record
ord-edb4561fb55247909dec091d2391e7a0
Source dataset
uspto-grants-2007_09
Patent number
US07273875B2

Reaction notes

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