Methyl Methacrylate → HCID 178500814, compound

HRID 1269996Notes

Reaction equation

HRID 1269996 reaction equation
[CH3:1][C:2]1[C:10]([O:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([NH2:18])[CH2:14][CH2:13]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2.[C:19]([O:24][CH3:25])(=[O:23])[C:20](C)=[CH2:21]>CO>[CH3:1][C:2]1[C:10]([O:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([NH:18][CH2:21][CH2:20][C:19]([O:24][CH3:25])=[O:23])[CH2:14][CH2:13]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2

Participants

4

Reactant 2

HCID 6658Methyl MethacrylateHCID 178431636HCID 178431636, compound

Product 1

HCID 178500814HCID 178500814, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of the trans-4-[(4-methyl-1H-indazol-5-yl)oxy]cyclohexylamine (98.1 mg, 0.40 mmol) obtained in Example 408, methyl methacrylate (43 mg, 0.50 mmol) and methanol (2.0 ml) was stirred at 50° C. for 6 hours. The solvent was distilled off and the residue oil was subjected to elution by a silica gel column chromatography (ethyl acetate→ethyl acetate/triethylamine=20:1) to obtain methyl 3-({trans-4-[(4-methyl-1H-indazol-5-yl)oxy]cyclohexyl}-amino}propanoate (121 mg, 91%).

Workup

  1. distillationThe solvent was distilled off
  2. washthe residue oil was subjected to elution by a silica gel column chromatography (ethyl acetate→ethyl acetate/triethylamine=20:1)

Sources & evidence

ORD record
ord-40c177fa36f54781b7dcbdc0868e43dd
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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