Hydrochloric Acid → 6-{[5-(4-Methoxyphenyl)-6-(2-methylphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid

HRID 1926962Notes

Reaction equation

HRID 1926962 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[C:11]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)=[C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[CH3:33])[O:16][C:12]=2[N:13]=[CH:14][N:15]=1.[OH-].[Na+].Cl.C(OC)(=O)C>O1CCOCC1>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:18]2[C:11]3[C:10]([NH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:34])=[O:2])=[N:15][CH:14]=[N:13][C:12]=3[O:16][C:17]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[CH3:33])=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6584Methyl AcetateHCID 14798Sodium HydroxideHCID 25096903HCID 25096903, compound

Product 1

HCID 580168596-{[5-(4-Methoxyphenyl)-6-(2-methylphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Dissolve 65 mg (0.14 mmol) 6-{[5-(4-methoxyphenyl)-6-(2-methylphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester in 2.5 ml dioxan and add 0.50 ml 1 N sodium hydroxide solution. Stir for 16 h at RT, then add 0.50 ml 1 N hydrochloric acid and then 6 ml methyl acetate. Separate the organic phase, dry over sodium sulphate, filter, and concentrate by evaporation. 53 mg (82% of theor.) of the target compound is obtained.

Workup

  1. customSeparate the organic phase
  2. dry with materialdry over sodium sulphate
  3. filtrationfilter
  4. concentrationconcentrate by evaporation
  5. custom53 mg (82% of theor.) of the target compound is obtained

Sources & evidence

ORD record
ord-3ffc201c8dcf4a6ab960989991d09a45
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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