Dimethylformamide → HCID 13546435, compound

HRID 1467819Notes

Reaction equation

HRID 1467819 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6]([NH:8][CH2:9][C:10]#C)[C:5](=[O:12])[N:4]([CH3:13])[C:3]1=[O:14].[CH3:15]N(C)C=O>>[CH3:1][N:2]1[C:7]2[CH:15]=[C:9]([CH3:10])[NH:8][C:6]=2[C:5](=[O:12])[N:4]([CH3:13])[C:3]1=[O:14]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 135464431,3-Dimethyl-5-[(prop-2-yn-1-yl)amino]pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 13546435HCID 13546435, compound

Procedure

A solution of Step 2 intermediate (500 mg, 2.587 mmol) in dry N,N-dimethylformamide (20 mL) was refluxed for 40 h under nitrogen atmosphere. The excess of solvent was evaporated and the residue obtained was purified by silica gel column chromatography by using 5% methanol in chloroform to obtain 200 mg of the product as a yellow solid; 1H NMR (δ ppm, 300 MHz, DMSO-d6) 2.26 (s, 3H), 3.21 (s, 3H), 3.33 (s, 3H), 5.91 (s, 1H), 11.84 (br s, 1H); ESI-MS (m/z) 194.28 (M+H)+.

Workup

  1. customThe excess of solvent was evaporated
  2. customthe residue obtained
  3. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f731846548ea44d3951b7e62bbbfedfa
Source dataset
uspto-grants-2015_04
Patent number
US09000159B2

Reaction notes

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