反应详情

800 mg (2.40 mmol) of trans-2-chloro-N-(4-formyl-cyclohexyl)-5-trifluoromethyl-benzamide (Example 1 Step 3) and 274 mg (2.40 mmol) of 5-methylthiazol-2-amine are placed in a flask with 40 mL of DCM. 191 mg (3.60 mmol) of sodium triacetoxyborohydride is added and the RM is stirred at room temperature overnight 1N sodium hydroxide (2 mL) is added and the mixture is stirred at RT for 10 min. The RM is partitioned between DCM and water. The organic phase is washed with water and brine, dried over MgSO4, filtered and the solvent is removed in vacuo. The product is purified by ISCO Combiflash Rf (80 g Si, iso-hexane->EtOAc, default setting). The product crystallised out on the column and had to be eluted with EtOAc (10% MeOH). The solvent is removed in vacuo and the product is crystallised from EtOAc, filtered and dried for 4 days under vacuum @ 50° C.

1. additionis added
2. customThe RM is partitioned between DCM and water
3. washThe organic phase is washed with water and brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customthe solvent is removed in vacuo
7. customThe product is purified by ISCO Combiflash Rf (80 g Si, iso-hexane->EtOAc, default setting)
8. customThe product crystallised out on the column
9. washto be eluted with EtOAc (10% MeOH)
10. customThe solvent is removed in vacuo
11. customthe product is crystallised from EtOAc
12. filtrationfiltered
13. customdried for 4 days under vacuum @ 50° C.