Reacción #1726697

ord-67bd81fccddf4102abdd6392dacbbe27

Ecuación de reacción

CS(=O)(=O)OC1CN(C(=O)c2nnc(-c3ccccc3)o2)C1
1C
CS(=O)(=O)OC1CN(C(=O)c2nnc(-c3ccccc3)o2)C1
1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate
O=Cc1ccc(O)c(Cl)c1
3-chloro-4-hydroxybenzaldehyde
O=Cc1ccc(OC2CN(C(=O)c3nnc(-c4ccccc4)o3)C2)c(Cl)c1
10A
Rendimiento 34.5%
O=Cc1ccc(OC2CN(C(=O)c3nnc(-c4ccccc4)o3)C2)c(Cl)c1
3-Chloro-4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde
Rendimiento 34.5%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Using a similar protocol as described in Example 9A but employing 1C (500 mg, 1.55 mmol) and 3-chloro-4-hydroxybenzaldehyde (250 mg, 1.60 mmol) as starting materials gave 205 mg (34%) of 10A as a solid. 1H NMR (500 MHz, CD3OD): δ 4.33 (m, 1H), 4.6-4.9 (m, 2H), 5.23 (m, 1H), 5.36 (m, 1H), 7.07 (d, 1H), 7.5-7.7 (m, 3H), 7.8-9.0 (m, 4H), 9.86 (s, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08110566B2uspto-grants-2012_02