7-Chloro-2-(Methylsulfanyl)-[1,3]thiazolo[4,5-d]pyriMidine → HCID 86698301, compound

HRID 2408987Notes

Reaction equation

HRID 2408987 reaction equation
Cl[C:2]1[C:3]2[S:10][C:9]([S:11][CH3:12])=[N:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:13][C:14]1[CH:18]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[Se:16][C:15]=1[C:23]([NH2:25])=[O:24].CN(C=O)C.[OH-].[Na+]>>[CH3:12][S:11][C:9]1[S:10][C:3]2[C:2]([NH:13][C:14]3[CH:18]=[C:17]([C:19]([CH3:22])([CH3:20])[CH3:21])[Se:16][C:15]=3[C:23]([NH2:25])=[O:24])=[N:7][CH:6]=[N:5][C:4]=2[N:8]=1

Participants

4

Reactant 3

HCID 143593887-Chloro-2-(Methylsulfanyl)-[1,3]thiazolo[4,5-d]pyriMidineHCID 866468893-Amino-5-tert-butylselenophene-2-carboxamideHCID 86698281DMF NaOH

Product 1

HCID 86698301HCID 86698301, compound

Procedure

The reaction of 7-chloro-2-(methylthio)thiazolo[4,5-d]pyrimidine with 3-amino-5-tert-butylselenophene-2-carboxamide in the presence of DMF/NaOH as described in Example 1 gave title compound as a pale color solid, mp 280-282° C. 1H NMR (400 MHz, DMSO-d6): δ 12.16 (1H, br s, exchangeable with D2O), 8.77 (1H, s), 8.15 (1H, s), 7.61 (2H, br s, exchangeable with D2O), 2.69 (3H, s), 1.39 (9H, s); LC-MS (positive ion mode): m/z 426, 428 (M+H)+.

Sources & evidence

ORD record
ord-83313affdb4b4d2ebc210623effcd44c
Source dataset
uspto-grants-2014_08
Patent number
US08815879B2

Reaction notes

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