Chloromethyl methyl sulfide → 4-methylthiomethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidin-5(8H)-one

HRID 2287149Notes

Reaction equation

HRID 2287149 reaction equation
[CH3:1][S:2][CH2:3]Cl.CN(C)CCCCl.C[N:13]1[C:18](=[O:19])[C:17]2[CH:20]=[N:21][C:22]3[NH:26][N:25]=[CH:24][C:23]=3[C:16]=2[N:15]2[N:27]=[CH:28][N:29]=[C:14]12.C(N1C2N=CC3C(=O)NC4N(N=CN=4)C=3C=2C=N1)C>>[CH3:1][S:2][CH2:3][N:13]1[C:18](=[O:19])[C:17]2[CH:20]=[N:21][C:22]3[NH:26][N:25]=[CH:24][C:23]=3[C:16]=2[N:15]2[N:27]=[CH:28][N:29]=[C:14]12

Participants

5

Reactant 4

HCID 16916Chloromethyl methyl sulfideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 234595934-Methyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-oneHCID 1355938528-Ethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidin-5(8H)-one

Product 1

HCID 234596384-methylthiomethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidin-5(8H)-one

Procedure

By substituting methylthiomethyl chloride for the 3-(dimethylamino)propyl chloride in the procedure of Example 2 and substituting the 4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-one obtained in Example 11 for the 8-ethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-one, 4-methylthiomethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidin-5(8H)-one is obtained.

Sources & evidence

ORD record
ord-fd7b7addbda34b93ac0e1d77b287a8b4
Source dataset
uspto-grants-1981_05
Patent number
US04269836

Reaction notes

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