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To a stirred suspension of trans-2-chloro-N-(4-hydroxymethyl-cyclohexyl)-5-trifluoromethyl-benzamide (step 2) (24 g, 71.5 mmol) in DCM (72 ml) under N2 at RT, was added triethylamine (29.7 ml, 214 mmol) followed by DMSO (24 ml), giving an almost homogenous solution. The mixture was cooled to 0° C. (ice/salt bath), and to this was added dropwise a solution/suspension of sulfur trioxide-pyridine complex (34.1 g, 214 mmol) in DMSO (30 ml): DCM (20 ml) over a period of ˜90 min. The mixture was stirred at 0-5° C. over a 1 h period then allowed to warm to RT over 2 h. The mixture was cooled to 0° C. in an ice bath and was quenched by the addition of 1 M HCl (aq) (40 ml) dropwise over 30 min. The mixture was then diluted with water (60 ml) and DCM (150 ml). 2 M HCl was added to give pH ˜1-2. The organic phase was separated, washed again with 2 M HCl (100 ml), followed by sat. NaHCO3 (100 ml). The organic layer was diluted with EtOAc (800 ml) and was vigourously stirred at RT. The mixture was then filtered removing some insoluble material in the process. The now clear two phase mixture was separated, the organic (EtOAc) layer was dried (MgSO4), filtered and concentrated to give an off white solid. The crude solid was suspended in diethylether (500 ml) and triturated, removing some brown/yellow colour. The solid was allowed to settle, and the liquors were decanted off. The solid was then triturated in iso-hexane (300 ml), using the same procedure twice, then the solid was transferred to a small flask in iso-hexane slurry and was dried in vacuo to give an off-white solid; [M+H]+334

1. customgiving an almost homogenous solution
2. additionto this was added dropwise
3. temperatureto warm to RT over 2 h
4. temperatureThe mixture was cooled to 0° C. in an ice bath
5. customwas quenched by the addition of 1 M HCl (aq) (40 ml) dropwise over 30 min
6. additionThe mixture was then diluted with water (60 ml) and DCM (150 ml)
7. addition2 M HCl was added
8. customto give pH ˜1-2
9. customThe organic phase was separated
10. washwashed again with 2 M HCl (100 ml)
11. additionThe organic layer was diluted with EtOAc (800 ml)
12. stirringwas vigourously stirred at RT
13. filtrationThe mixture was then filtered
14. customremoving some insoluble material in the process
15. customThe now clear two phase mixture was separated
16. dry with materialthe organic (EtOAc) layer was dried (MgSO4)
17. filtrationfiltered
18. concentrationconcentrated
19. customto give an off white solid
20. customtriturated
21. customremoving some brown/yellow colour
22. customthe liquors were decanted off
23. customThe solid was then triturated in iso-hexane (300 ml)
24. customthe solid was transferred to a small flask in iso-hexane
25. customslurry and was dried in vacuo
26. customto give an off-white solid