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

HRID 1926973Notes

Reaction equation

HRID 1926973 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:36])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:13]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)=[C:19]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[O:18][C:14]=2[N:15]=[CH:16][N:17]=1.Cl>O1CCOCC1>[F:35][C:32]1[CH:33]=[CH:34][C:29]([C:19]2[O:18][C:14]3[N:15]=[CH:16][N:17]=[C:12]([NH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]([OH:36])=[O:4])[C:13]=3[C:20]=2[C:21]2[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=2)=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 580169116-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester

Product 1

HCID 580168856-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Add 1 ml 1 N sodium hydroxide solution to a solution of 169 mg (0.37 mmol) 6-{[6-(4-fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester in 5 ml dioxan and stir for 16 h at RT. After adding 3 ml 1 N hydrochloric acid, concentrate the reaction solution by vacuum evaporation. Mix the residue with diethyl ether, filter, and dry under vacuum. 165 mg (99% of theor.) of the desired product is obtained.

Workup

  1. concentrationconcentrate the reaction solution
  2. customby vacuum evaporation
  3. additionMix the residue with diethyl ether
  4. filtrationfilter
  5. customdry under vacuum

Sources & evidence

ORD record
ord-0645248e454143a79e6cc0f5339c0703
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

Loading…