- January 2015 (12)
- December 2014 (2)
- November 2014 (2)
- October 2014 (4)
- July 2014 (7)
- June 2014 (6)
- April 2014 (1)
- March 2014 (1)
- February 2014 (9)
- January 2014 (7)
- December 2013 (4)
- November 2013 (5)
- October 2013 (14)
- July 2013 (15)
- June 2013 (7)
- May 2013 (19)
- April 2013 (21)
- March 2013 (47)
- February 2013 (19)
- January 2013 (17)
- December 2012 (10)
- November 2012 (12)
- October 2012 (8)
- September 2012 (17)
- August 2012 (16)
- July 2012 (14)
- June 2012 (15)
- May 2012 (9)
- April 2012 (4)
- March 2012 (5)
- February 2012 (4)
- - New section - (1)
- Completed Experiments (158)
- Experiments (174)
- MNR101-110 (13)
- MNR111-120 (13)
- MNR51-60 (3)
- MNR61-70 (1)
- MNR81-90 (4)
- MNR91-100 (5)
- mnr121-130 (7)
Summary:
For this synthesis I modified the amine portion of the thienopyrimidine building block by reacting the brominated precursor (PT-19, ~600mg already in stock) with 3-aminopropan-1-ol. The product of this reaction was then cross-coupled with the sulfonamide (PT-1-18) in TF8-1.
Hazard and Risk Assessment:
Reaction Scheme:
Procedure:
The procedure used was analogous to the one already performed by Alice Williamson (AEW57-2).
6-bromo-4-chlorothieno[3,2-d]pyrimidine (75mg, 0.44mmol, 1 equiv) and 3-aminopropan-1-ol (3.35 mL, 4.40mmol, 10 equiv) were stirred together at 100C for 1 hour.
The solid product was filtered through with water and collected to give a yield of 57.3mg (0.199mmol, 45.2%).
NMR spectra indicated the crude yield was sufficiently pure to be taken on as-is, as the thienopyrimidine starting material had been fully consumed in the reaction, and any residual amine was removed when the solid was filtered with water.
Data:
InChi:
InChI=1S/C6H2BrClN2S/c7-4-1-3-5(11-4)6(8)10-2-9-3/h1-2H
Summary:
For this synthesis I modified the amine portion of the thienopyrimidine building block by reacting the brominated precursor (PT-19, ~600mg remaining) with ethanolamine. The product of this reaction was then cross-coupled with the sulfonamide (PT-1-18) in TF7-1.
Hazard and Risk Assessment:
Reaction Scheme:
Procedure:
The procedure used was analogous to the one already performed by Alice Williamson (AEW57-2).
6-bromo-4-chlorothieno[3,2-d]pyrimidine (75mg, 0.44mmol, 1 equiv) and ethanolamine (2.66 mL, 4.40mmol, 10 equiv) were stirred together at 100C for 1 hour.
The solid product was filtered through with water and collected to give a yield of 46mg (0.168mmol, 38.1%).
NMR spectra indicated the crude yield was sufficiently pure to be taken on as-is, as the thienopyrimidine starting material had been fully consumed in the reaction, and any residual amine was removed when the solid was filtered with water.
Data:
InChi:
InChI=1S/C8H7BrN2OS/c9-7-3-6-8(13-7)5(1-2-12)10-4-11-6/h3-4,12H,1-2H2