Cyclohexanemethylamine → HCID 11844929, compound

HRID 1624976Notes

Reaction equation

HRID 1624976 reaction equation
CO[C:3]([C:5]1[C:6]2[CH2:14][CH2:13][N:12]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][C:7]=2[N:8]=[CH:9][N:10]=1)=[O:4].[CH:22]1([CH2:28][NH2:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>CO>[CH2:15]([N:12]1[CH2:13][CH2:14][C:6]2[C:5]([C:3]([NH:29][CH2:28][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:4])=[N:10][CH:9]=[N:8][C:7]=2[CH2:11]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 76688CyclohexanemethylamineHCID 58999591HCID 58999591, compound

Product 1

HCID 11844929HCID 11844929, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 50 ml round bottom flask was combined 7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-4-carboxylic acid methyl ester (0.125 g, 0.411 mmol), C-cyclohexyl-methylamine (0.010 g, 0.88 mmol), and methanol (10 ml). The mixture was heated at reflux for 24 hrs. The mixture was allowed to cool, reduced in vacuo, and purified by flash chromatography using a methylene chloride:methanol gradient (0-10%). The combined fractions were reduced in vacuo to yield the title compound. (0.0177 g, 10.9%).

Workup

  1. customInto a 50 ml round bottom flask was combined
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 24 hrs
  4. temperatureto cool
  5. custompurified by flash chromatography

Sources & evidence

ORD record
ord-797881e6befc4f0b8d7635aa167c3242
Source dataset
uspto-grants-2014_07
Patent number
US08779144B2

Reaction notes

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