Iodine → 6-Morpholin-4-yl-2-(2-piperidin-1-yl-ethyl)-isothiazolo[5,4-d]pyrimidin-3-one

HRID 367243Notes

Reaction equation

HRID 367243 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[C:13]([SH:24])=[N:14][C:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[N:16][CH:17]=2)=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.II>>[N:18]1([C:15]2[N:14]=[C:13]3[S:24][N:9]([CH2:8][CH2:7][N:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)[C:10](=[O:11])[C:12]3=[CH:17][N:16]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 807IodineHCID 178418335HCID 178418335, compound

Product 1

HCID 232878816-Morpholin-4-yl-2-(2-piperidin-1-yl-ethyl)-isothiazolo[5,4-d]pyrimidin-3-oneYield 50.3%

Procedure

Using tile procedure of Example 20, 5.2 g (14.8 mmol) of 4-mercapto-2-morpholin-4-yl-pyrimidine-5-carboxylic acid (2-piperidin-1-yl-ethyl)-amide were treated with 3.81 g (15.0 mmol) of iodine to give 2.6 g of the title compound after recrystallization from aqueous isopropanol, mp 98-100° C.

Sources & evidence

ORD record
ord-f6756b3d02784aa7887c729fa7c6dab3
Source dataset
uspto-grants-2000_10
Patent number
US06133270

Reaction notes

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