Hydrochloric Acid → HCID 58016957, compound

HRID 1926925Notes

Reaction equation

HRID 1926925 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[C:12]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)=[C:18]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[O:17][C:13]=2[N:14]=[CH:15][N:16]=1)C.[OH-].[Na+].Cl>C1COCC1>[CH3:27][O:26][C:23]1[CH:22]=[CH:21][C:20]([C:19]2[C:12]3[C:11]([O:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:34])=[O:3])=[N:16][CH:15]=[N:14][C:13]=3[O:17][C:18]=2[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58016959HCID 58016959, compound

Product 1

HCID 58016957HCID 58016957, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 103 mg (0.224 mmol) 6-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]oxy}-hexanoic acid ethyl ester in 2 ml THF and, at RT, add 2.2 ml of 1 N sodium hydroxide solution. Stir the mixture overnight, then neutralize with 1 N hydrochloric acid and concentrate by vacuum evaporation. Purify the residue by preparative RP-HPLC. 23.2 mg (24% of theor.) of the target compound is obtained.

Workup

  1. concentrationconcentrate by vacuum evaporation
  2. customPurify the residue by preparative RP-HPLC
  3. custom23.2 mg (24% of theor.) of the target compound is obtained

Sources & evidence

ORD record
ord-de3b65b2b520440c9d4bddb184352342
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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