Phenyl isocyanate → HCID 57888949, compound

HRID 1820171Notes

Reaction equation

HRID 1820171 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH2:11][C@H:12]([CH:28]([CH3:30])[CH3:29])[C:13]([N:15]1[CH2:20][CH2:19][CH:18]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[CH2:17][CH2:16]1)=[O:14].O1CCOCC1>CO>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([CH:18]2[CH2:17][CH2:16][N:15]([C:13](=[O:14])[C@H:12]([NH:11][C:8]([NH:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[O:9])[CH:28]([CH3:30])[CH3:29])[CH2:20][CH2:19]2)=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 312751,4-DioxaneHCID 67299489HCID 67299489, compound

Product 1

HCID 57888949HCID 57888949, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A reaction tube was charged with phenyl isocyanate (12 mg), (R)-2-amino-1-(4-(4-chlorophenyl)piperidin-1-yl)-3-methylbutan-1-one hydrochloride (17 mg) and 1,4-dioxane (0.75 mL). The reaction mixture was shaken overnight at rt. After this time, the resulting solution was diluted with MeOH and purified by preparative LC-MS to provide Example 201. MS found: (M+H)+=429.

Workup

  1. custompurified by preparative LC-MS
  2. customto provide Example 201

Sources & evidence

ORD record
ord-ef1a6a22881648ee94629adae243f2e3
Source dataset
uspto-grants-2009_10
Patent number
US07601844B2

Reaction notes

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