Hydrochloric Acid → HCID 178509824, compound

HRID 1947272Notes

Reaction equation

HRID 1947272 reaction equation
[NH2:1][CH2:2][C:3]1[CH:34]=[CH:33][C:6]([CH2:7][N:8]2[CH2:32][CH2:31][C:11]3([N:15]([CH2:16][CH2:17][CH2:18][C:19]([O:21]C)=[O:20])[C:14](=[O:23])[N:13]=[C:12]3[NH:24][CH:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[CH2:10][CH2:9]2)=[CH:5][CH:4]=1.[Li+].[OH-].Cl>CO.C1COCC1>[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH2:9][CH2:10][C:11]3([N:15]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:14](=[O:23])[N:13]=[C:12]3[NH:24][CH:25]3[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]3)[CH2:31][CH2:32]2)=[CH:33][CH:34]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 178500495HCID 178500495, compound

Product 1

HCID 178509824HCID 178509824, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-[8-[4-(aminomethyl)benzyl]-4-(cyclohexylamino)-2-oxo-1,3,8-triazaspiro[4.5]dec-3-en-1-yl]butanoate (265 mg, 0.56 mmol) was dissolved in a 1:1 solution of methanol and THF, and 1N LiOH (1.7 mL, 1.7 mmol) was added to the resulting solution at room temperature. After 3 h, the reaction reached complete conversion, and the resulting solution was neutralized with 1N HCl (1.7 mL, 1.7 mmol) and concentrated in vacuo to give a white solid. LRMS (M+1)=455.3.

Workup

  1. additionwas added to the resulting solution at room temperature
  2. concentrationconcentrated in vacuo
  3. customto give a white solid

Sources & evidence

ORD record
ord-380f7c71bac0469aa4b1857cc9427452
Source dataset
uspto-grants-2013_03
Patent number
US08399473B2

Reaction notes

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