Ethanol → HCID 68904861, compound

HRID 1633887Notes

Reaction equation

HRID 1633887 reaction equation
[Li+].[OH-].C([O:5][C:6](=[O:44])[CH2:7][CH2:8][NH:9][C:10](=[O:43])[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][C:39]([F:42])([F:41])[F:40])=[CH:34][CH:33]=2)=[O:30])[CH:18]2[CH2:27][CH2:26][C:21]3([O:25][CH2:24][CH2:23][O:22]3)[CH2:20][CH2:19]2)=[CH:13][CH:12]=1)C.CCO.[Li]>O>[O:22]1[C:21]2([CH2:26][CH2:27][CH:18]([CH:17]([NH:28][C:29]([NH:31][C:32]3[CH:33]=[CH:34][C:35]([O:38][C:39]([F:41])([F:40])[F:42])=[CH:36][CH:37]=3)=[O:30])[C:14]3[CH:15]=[CH:16][C:11]([C:10]([NH:9][CH2:8][CH2:7][C:6]([OH:44])=[O:5])=[O:43])=[CH:12][CH:13]=3)[CH2:19][CH2:20]2)[O:25][CH2:24][CH2:23]1

Participants

6

Reactant 4

HCID 702EthanolHCID 3939Lithium HydroxideHCID 3028194LithiumHCID 54470113HCID 54470113, compound

Product 1

HCID 68904861HCID 68904861, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

180 mg LiOH dissolved in 2.2 mL H2O was added to the entire yield of the above 3-{4-[1-(1,4-dioxaspiro[4.5]dec-8-yl)-3-(4-trifluoromethoxyphenyl)ureidomethyl]benzoylamino}propionic acid ethyl ester dissolved in 22 mL abs. EtOH. After 1 hour at 25° C. the solvent was evaporated and 10 mL H2O followed by 500 mg citric acid dissolved in 20 mL H2O was added to the residue affording a pH of 4-5. The resulting product was a mixture of the acid and its lithium salt.

Workup

  1. dissolutiondissolved in 22 mL abs
  2. customAfter 1 hour at 25° C. the solvent was evaporated
  3. dissolutiondissolved in 20 mL H2O
  4. additionwas added to the residue
  5. customaffording a pH of 4-5

Sources & evidence

ORD record
ord-94dc746334f34a989fcb3b8c01fa2055
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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