2-Chloro-4-(morpholin-4-yl)thieno[3,2-d]pyrimidine Chemical Properties

Boiling point:

393.7±42.0 °C(Predicted)

Density 

1.463

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

3.82±0.40(Predicted)

InChI

InChI=1S/C10H10ClN3OS/c11-10-12-7-1-6-16-8(7)9(13-10)14-2-4-15-5-3-14/h1,6H,2-5H2

InChIKey

HKQMXHKNXRNUCF-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(N2CCOCC2)=C2SC=CC2=N1

Safety Information

HS Code 

2933399990

2-Chloro-4-(morpholin-4-yl)thieno[3,2-d]pyrimidine Usage And Synthesis

Uses

2-Chloro-4-(4-morpholino)thieno[3,2-D]pyrimidine is a pyrimidine derivative that can be used as a pharmaceutical and chemical intermediate.

Synthesis

The reaction was carried out with 2,4-dichlorothieno[3,2-d]pyrimidine (64) (8.68 g, 42.34 mmol) and morpholine (8.1 mL, 2.2 eq.) in methanol (150 mL) with stirring for 1 hour at room temperature. After completion of the reaction, the reaction mixture was filtered and washed sequentially with water and methanol to afford the target compound 2-chloro-4-(4-morpholinyl)thieno[3,2-D]pyrimidine (65) as a white solid (11.04 g, 100% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 3.74 (4H, t, J = 4.9 Hz), 3.90 (4H, t, J = 4.9 Hz), 7.40 (1H, d, J = 5.6 Hz), 8.30 (1H, d, J = 5.6 Hz).

References

[1] Patent: WO2006/46031, 2006, A1. Location in patent: Page/Page column 29-30
[2] Patent: US2008/76768, 2008, A1. Location in patent: Page/Page column 7
[3] Patent: US2008/76758, 2008, A1. Location in patent: Page/Page column 73
[4] Patent: WO2008/70740, 2008, A1. Location in patent: Page/Page column 133
[5] Patent: WO2008/73785, 2008, A2. Location in patent: Page/Page column 160

2-Chloro-4-(morpholin-4-yl)thieno[3,2-d]pyrimidine(16234-15-4)Related Product Information

• 2-(Chloromethyl)pyridine
• Dichloroethane
• Oxalyl chloride
• 2-Chlorobenzonitrile
• 4-(2-CHLORO-4-PYRIMIDINYL)MORPHOLINE
• 2-Chloro-4-(morpholin-4-yl)thieno[3,2-d]pyrimidine
• 4-AMINO-2-CHLOROTHIENO[3,2-D]PYRIMIDINE