Lithium Hydroxide → HCID 22501774, compound

HRID 1633960Notes

Reaction equation

HRID 1633960 reaction equation
C[O:2][C:3](=[O:42])[CH2:4][CH2:5][NH:6][C:7](=[O:41])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([NH:26][C:27]([NH:29][C:30]2[CH:35]=[CH:34][C:33]([O:36][C:37]([F:40])([F:39])[F:38])=[CH:32][CH:31]=2)=[O:28])[CH:15]2[CH2:20][CH2:19][N:18]([C:21]([CH:23]3[CH2:25][CH2:24]3)=[O:22])[CH2:17][CH2:16]2)=[CH:10][CH:9]=1.[OH-].[Li+]>C(O)C.O>[CH:23]1([C:21]([N:18]2[CH2:17][CH2:16][CH:15]([CH:14]([NH:26][C:27]([NH:29][C:30]3[CH:31]=[CH:32][C:33]([O:36][C:37]([F:40])([F:38])[F:39])=[CH:34][CH:35]=3)=[O:28])[C:11]3[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:42])=[O:2])=[O:41])=[CH:9][CH:10]=3)[CH2:20][CH2:19]2)=[O:22])[CH2:24][CH2:25]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67484516HCID 67484516, compound

Product 1

HCID 22501774HCID 22501774, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

The above 3-{4-[1-(1-cyclopropanecarbonylpiperidin-4-yl)-3-(4-trifluoromethoxyphenyl)ureidomethyl]benzoylamino}propionic acid methyl ester (0.17 g, 0.28 mmol) was dissolved in 10 mL ethanol and hydrolysed by adding lithium hydroxide (14 mg, 0.56 mmol) dissolved in water (1 mL). The mixture was stirred at 50° C. for 2 hours. The solvent was evaporated and water (25 mL) was added to the mixture followed by HCl (1N) adjusting pH to 3-4 allowing the title compound to be isolated as a precipitate.

Workup

  1. customThe solvent was evaporated
  2. additionwater (25 mL) was added to the mixture
  3. customto be isolated as a precipitate

Sources & evidence

ORD record
ord-f50484fbe2e24b47ab9596a8520eb927
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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