Triethylamine → HCID 178493686, compound

HRID 1528176Notes

Reaction equation

HRID 1528176 reaction equation
Cl.[NH2:2][C:3]1[C:4]([OH:9])=[N:5][CH:6]=[N:7][CH:8]=1.C(N(CC)CC)C.[CH3:17][O:18][C:19]1[C:20](=O)[C:21](=[O:25])[C:22]=1[O:23]C>CO>[OH:9][C:4]1[C:3]([NH:2][C:20]2[C:21](=[O:25])[C:22](=[O:23])[C:19]=2[O:18][CH3:17])=[CH:8][N:7]=[CH:6][N:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1232273-Cyclobutene-1,2-dione, 3,4-dimethoxy-HCID 178479100HCID 178479100, compound

Product 1

HCID 178493686HCID 178493686, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

1.00 g (6.78 mmol, 1 eq) of 5-aminopyrimidin 4-ol hydrochloride and 0.95 ml (6.78 mmol, 1 eq) of triethylamine were added to a suspension of 3.86 g (27.16 mmol, 4 eq) of 3,4-dimethoxycyclobut-3-ene-1,2-dione in 20 ml of methanol. The reaction medium was heated at 50° C. for 18 hours. The reaction medium was left at ambient temperature. The precipitate was filtered off and washed with methanol. 1.19 g of product were obtained in the form of a yellow solid. Yield=79%.

Workup

  1. waitThe reaction medium was left at ambient temperature
  2. filtrationThe precipitate was filtered off
  3. washwashed with methanol

Sources & evidence

ORD record
ord-f1e7b28d46824703bdf45d80f053772c
Source dataset
uspto-grants-2015_07
Patent number
US09090596B2

Reaction notes

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