Iodine → 6-Dimethylamino-2-(2-pyridin-2-yl-ethyl)-isothiazolo[5,4-d]pyrimidin-3-one

HRID 3281Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][NH:9][C:10]([C:12]1[C:13]([SH:21])=[N:14][C:15]([N:18]([CH3:20])[CH3:19])=[N:16][CH:17]=1)=[O:11].II>>[CH3:19][N:18]([CH3:20])[C:15]1[N:14]=[C:13]2[S:21][N:9]([CH2:8][CH2:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[C:10](=[O:11])[C:12]2=[CH:17][N:16]=1

Participants

Reactant 2

HCID 807Iodine

HCID 178418253HCID 178418253, compound

Product 1

HCID 232878886-Dimethylamino-2-(2-pyridin-2-yl-ethyl)-isothiazolo[5,4-d]pyrimidin-3-oneYield 56.3%

Procedure

Using the procedure of Example 20, 7.5 g (24.8 mmol) of 2-dimethylamino-4-mercapto-pyrimidine-5-carboxylic acid (2-pyridin-2-yl-ethyl)-amide were treated with 6.4 g (25.2 mmol) of iodine to give 4.21 g of the title compound after recrystallization from isopropanol, mp 134°-136° C.

Sources & evidence

ORD record: ord-69d151f088ba4ac0ba3a99cb32f5d727
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05733921

Reaction notes

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