Diisopropylethylamine → 2-[(6-{4-[2-(1,1-Dioxidothiomorpholin-4-yl)ethyl]piperazin-1-yl}pyrimidin-4-yl)amino]-1,3-thiazole-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	2-(6-(Piperazin-1-yl)pyrimidin-4-ylamino)thiazole-5-carbonitrile	HCID 21934630	—
Reactant	4-(2-Chloroethyl)thiomorpholin-4-ium 1,1-dioxide chloride	HCID 21934681	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-[(6-{4-[2-(1,1-Dioxidothiomorpholin-4-yl)ethyl]piperazin-1-yl}pyrimidin-4-yl)amino]-1,3-thiazole-5-carbonitrile	HCID 21059965	—

Reaction Conditions

Temperature	200 °C

Reaction Steps

12-3 (0.20 g, 0.39 mmol), 41-2 (0.11 g, 0.47 mmol) and DIEA (0.30 g, 2.33 mmol) were suspended in DMF (1 mL) in a sealed tube and heated at 200° C. for 15 minutes in the Smith personal chemistry microwave reactor. The crude material was purified on a C18 preparative hplc column to afford 41-3. Hi-Res MS: calc: 449.1576 found: 449.1532. 1H-NMR(CD3OD): 8.49(s, 1H); 8.02(s, 1H); 6.28(s, 1H); 4.02(m, 4H); 3.48(br s, 4H); 3.39(t, 2H); 3.16(m, 4H); 3.12(m, 4H); 2.97(m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07115597B2
Source dataset	uspto-grants-2006_10
ORD ID	ord-7a1b36a209a440f0adfd4ff5703ab013
Source note	uspto-grants-2006_10