Methylamine → HCID 136377079, compound

HRID 1409558Notes

Reaction equation

HRID 1409558 reaction equation
C[O:2][C:3]([C:5]1[C:10]([OH:11])=[C:9]([OH:12])[N:8]=[C:7]([CH2:13][C:14]2([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:18][CH2:17][CH2:16][CH2:15]2)[N:6]=1)=O.[CH3:25][NH2:26]>C1COCC1>[CH3:25][NH:26][C:3]([C:5]1[N:6]=[C:7]([CH2:13][C:14]2([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:18][CH2:17][CH2:16][CH2:15]2)[NH:8][C:9](=[O:12])[C:10]=1[OH:11])=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178499080HCID 178499080, compound

Product 1

HCID 136377079HCID 136377079, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
110 °C

Procedure

To a solution of 5,6-dihydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid methyl ester (55 mg, 0.167 mmol) in THF (2 ml) was added 2M solution of methyl amine in THF (0.419 mL, 0.838 mmol) under nitrogen atmosphere in a microwave vessel. The reaction mixture was heated in a microwave oven at 110° C. for 10 min, then cooled and evaporated to dryness. The residue was washed with water and 30% ethyl acetate in hexane to get the title compound as an off-white solid (0.020 g, 36%). LCMS: m/z=327.8 (MH+).

Workup

  1. temperaturecooled
  2. customevaporated to dryness
  3. washThe residue was washed with water and 30% ethyl acetate in hexane

Sources & evidence

ORD record
ord-f1aa427cc6984076aa88e0f330e3dfa9
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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