Sodium periodate → 2-(3-Phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazole-7-carbaldehyde

To 1-(2-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazol-7-yl)ethane-1,2-diol (Example 83, 0.233 g, 0.508 mmol) in THF (3 mL) was added sodium periodate (0.163 g, 0.762 mmol) in 2 mL of water over a period of 2 min. at room temperature and the contents stirred at room temperature for 30 min. The reaction mixture was partitioned between EtOAc (60 mL) and water (20 mL). The EtOAc layer was concentrated, the yellow solid that was obtained was azeotroped with acetonitrile (20 mL), dried under a high vacuum. Yield: (183 mgs, 83%); LC/MS M+1=427.

1. customThe reaction mixture was partitioned between EtOAc (60 mL) and water (20 mL)
2. concentrationThe EtOAc layer was concentrated
3. customthe yellow solid that was obtained
4. customwas azeotroped with acetonitrile (20 mL)
5. customdried under a high vacuum

ORD record

ord-ed53d7b4ae804410ac83741263bfab9a

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09216972B2