Triethylamine → HCID 135670754, compound

HRID 1936646Notes

Reaction equation

HRID 1936646 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10]CC)=O)=[CH:6][N:5]=[C:4]([S:13][CH3:14])[N:3]=1.Cl.[CH:16]1([CH2:19][O:20][C:21]2[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=2[C:23]([NH2:25])=[NH:24])[CH2:18][CH2:17]1.C(N(CC)CC)C>C(#N)C>[CH3:14][S:13][C:4]1[N:3]=[C:2]2[N:24]=[C:23]([C:22]3[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=3[O:20][CH2:19][CH:16]3[CH2:18][CH2:17]3)[NH:25][C:8](=[O:10])[C:7]2=[CH:6][N:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 800084-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 22462385HCID 22462385, compound

Product 1

HCID 135670754HCID 135670754, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a similar manner to Example 29 reaction of ethyl 4-chloro-2-methylthio-5-pyrimidine carboxylate (1.50 g) with 2-cyclopropylmethoxybenzamidine hydrochloride (1.45 g) and triethylamine (1.30 g) in acetonitrile (50 ml) yielded a white solid (1.18 g) which was collected, dissolved in chloroform and the chloroform solution was extracted twice with 2 Normal hydrochloric acid. The chloroform solution was evaporated under reduced pressure and the residue was recrystallized from ethanol to yield the title compound, 0.52 g, m.p. 186-187° C.

Sources & evidence

ORD record
ord-2fe9c831b6c74aaf944c22490fcdfeec
Source dataset
uspto-grants-2002_05
Patent number
US06391885B1

Reaction notes

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