All Notebooks | Help | Support | About
25th August 2016 @ 06:28

Procedure

HM7-1(80 mg, 339.39µmol, 1.0 equiv.), potassium hydroxide (66.65mg, 1.19mmol, 3.5 equiv.) and 18-crown-6 (6.28mg, 23.76µmol, 0.07 equiv.) were stirred in toluene (5 mL) and AEW alcohol (59.04mg, 373.33µmol, 1.1 equiv.) was added and the reaction mixture stirred at rt for 30 mins.


Water (20 mL) was added and the mixture was extracted with EtOAc (3 x 40 mL). Combined organic layers were washed with water (20 mL), brine (20 mL), dried (MgSO4) filtered and evaporated then purified by flash column chromatography using the Biotage IsoleraTM

Log

25th Aug

The reaction started at 4:00pm and left under room temperature overnight.

26th Aug

TLC was performed (75% EtOAc in petroleum) showing that the reaction has yet gone completion. Warm up. 

 

HIRAC

HM 8-1.docx

String

from

InChI=1S/C12H14ClN3/c13-9-5-4-6-10-11(9)12(15-14-10)16-7-2-1-3-8-16/h4-6,11H,1-3,7-8H2

and

InChI=1S/C8H8F2O/c9-7-2-1-6(3-4-11)5-8(7)10/h1-2,5,11H,3-4H2

to

InChI=1S/C20H21F2N3O/c21-15-8-7-14(13-16(15)22)9-12-26-18-6-4-5-17-19(18)20(24-23-17)25-10-2-1-3-11-25/h4-8,13,19H,1-3,9-12H2

Attached Files
HM 8-1.png
HM 8-1.docx
IMG_2962.JPG
Comments
Re: Sythesis of 4-(3,4-difluorophenethoxy)-3-(piperidin-1-yl)-3aH-indazole (HM 8-1) by Matthew Todd
26th August 2016 @ 03:02
HIRAC approved on assumption that, as usual, product is treated as potentially toxic.
Re: Sythesis of 4-(3,4-difluorophenethoxy)-3-(piperidin-1-yl)-3aH-indazole (HM 8-1) by Mandrake Fernflower
29th August 2016 @ 17:14
Minor problem: The IUPAC name given is not parsable by chemicalize or OPSIN

Any luck on producing this stuff tho?