Reacción #1726685

ord-551a65bff9954211a0c88b4422ec87fc

Ecuación de reacción

Oc1ccc(CN2CC3(COC3)C2)cc1
2A
Oc1ccc(CN2CC3(COC3)C2)cc1
4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenol
CS(=O)(=O)OC1CN(C(=O)c2nnc(-c3ccc(Cl)cc3)o2)C1
2C
CS(=O)(=O)OC1CN(C(=O)c2nnc(-c3ccc(Cl)cc3)o2)C1
1-(5-(4-Chlorophenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate
O=C(c1nnc(-c2ccc(Cl)cc2)o1)N1CC(Oc2ccc(CN3CC4(COC4)C3)cc2)C1
2
Rendimiento 12.0%
O=C(c1nnc(-c2ccc(Cl)cc2)o1)N1CC(Oc2ccc(CN3CC4(COC4)C3)cc2)C1
(3-(4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)methanone
Rendimiento 12.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe title compound was prepared

Procedimiento

The title compound was prepared using a similar protocol as described in Example 1 employing 2A and 2C as starting materials. There was obtained 70 mg (12%) of 2 as an oil. The oil gradually solidified on standing in room temperature. 1H NMR (500 MHz, CDCl3): δ 3.41 (s, 4H), 3.53 (s, 2H), 4.34 (d, 1H), 4.65 (m, 1H), 4.74 (s, 5H), 5.09 (m, 1H), 5.14 (m, 1H), 6.73 (d, 2H), 7.21 (d, 2H), 7.52 (d, 2H), 8.10 (d, 2H), MS (APCI+) m/z 467 [M+H]−, LC purity: 92%.

Fuente

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