2-Chloro-5-(4-chlorophenyl)-10-methyl-7H-isoxazolo[5,4-c]pyrido[2,3-e]azepine → 6-(4-Chlorophenyl)-1-methyl-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepin-8-amine

HRID 2401413Notes

Reaction equation

HRID 2401413 reaction equation
ClC1C=CC(C2C3C=CC(N)=NC=3C3C(C)=NOC=3C[N:14]=2)=CC=1.Cl[C:25]1[CH:26]=[CH:27][C:28]2[C:29]3[C:45]([CH3:46])=[N:44][O:43][C:30]=3[CH2:31][N:32]=[C:33]([C:36]3[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=3)[C:34]=2[N:35]=1.ClC1C=CC2C(C3C=CC(Cl)=CC=3)=NCC3ON=C(C)C=3C=2N=1>>[Cl:42][C:39]1[CH:40]=[CH:41][C:36]([C:33]2[C:34]3[N:35]=[C:25]([NH2:14])[CH:26]=[CH:27][C:28]=3[C:29]3[C:45]([CH3:46])=[N:44][O:43][C:30]=3[CH2:31][N:32]=2)=[CH:37][CH:38]=1

Participants

4

Reactant 3

HCID 573889332-Chloro-5-(4-chlorophenyl)-10-methyl-7H-isoxazolo[5,4-c]pyrido[2,3-e]azepineHCID 678147955-(4-Chlorophenyl)-10-methyl-7H-isoxazolo[5,4-c]pyrido[2,3-e]azepin-2-amine2×HCID 866667278-Chloro-6-(4-chlorophenyl)-1-methyl-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepine2×

Product 1

HCID 679512606-(4-Chlorophenyl)-1-methyl-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepin-8-amine

Procedure

A procedure similar to 5-(4-chlorophenyl)-10-methyl-7H-isoxazolo[5,4-c]pyrido[2,3-e]azepin-2-amine (Compound 228) was followed, except that 8-chloro-6-(4-chlorophenyl)-1-methyl-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepine (Compound 240) was used as starting material instead of 2-chloro-5-(4-chlorophenyl)-10-methyl-7H-isoxazolo[5,4-c]pyrido[2,3-e]azepine. LC/MS m/z 325 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 7.83 (d, J=8.72 Hz, 1H), 7.38 (td, J=2.10, 8.70 Hz, 2H), 7.33 (td, J=1.90, 8.70 Hz, 2H), 6.76 (d, J=8.7 Hz, 1H), 6.39 (s, 2H), 4.60 (br. s, 2H), 2.46 (s, 3H).

Sources & evidence

ORD record
ord-ed26b4c3acd04759945501649e243489
Source dataset
uspto-grants-2014_08
Patent number
US08796261B2

Reaction notes

Loading…