Lithium Hydroxide → HCID 22501774, compound

HRID 1814687Notes

Reaction equation

HRID 1814687 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

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 (1 N) 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-6dd93d63c7314b8e8f1e726024a5a080
Source dataset
uspto-grants-2005_04
Patent number
US06875760B2

Reaction notes

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