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

HRID 2401417Notes

Reaction equation

HRID 2401417 reaction equation
ClC1C=CC([C:8]2C3C(NC)=NC=CC=3C3C(C)=NOC=3C[N:14]=2)=CC=1.Cl[C:26]1[N:47]=[CH:46][C:29]2[C:30]3[C:44]([CH3:45])=[N:43][O:42][C:31]=3[CH2:32][N:33]=[C:34]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[C:28]=2[CH:27]=1.ClC1C=CC(C2C3C(F)=NC=CC=3C3C(C)=NOC=3CN=2)=CC=1>>[Cl:41][C:38]1[CH:39]=[CH:40][C:35]([C:34]2[C:28]3[CH:27]=[C:26]([NH:14][CH3:8])[N:47]=[CH:46][C:29]=3[C:30]3[C:44]([CH3:45])=[N:43][O:42][C:31]=3[CH2:32][N:33]=2)=[CH:36][CH:37]=1

Participants

4

Reactant 3

HCID 573445176-(4-chlorophenyl)-7-fluoro-1-methyl-4H-isoxazolo[4,5-e]pyrido[3,4-c]azepineHCID 573445216-(4-chlorophenyl)-N,1-dimethyl-4H-isoxazolo[5,4-c]pyrido[4,3-e]azepin-7-amineHCID 866667288-Chloro-6-(4-chlorophenyl)-1-methyl-4H-isoxazolo[5,4-c]pyrido[3,4-e]azepine

Product 1

HCID 678178606-(4-Chlorophenyl)-N,1-dimethyl-4H-isoxazolo[5,4-c]pyrido[3,4-e]azepin-8-amine

Procedure

A procedure similar to 6-(4-chlorophenyl)-N,1-dimethyl-4H-isoxazolo[5,4-c]pyrido[4,3-e]azepin-7-amine was followed, except that 8-chloro-6-(4-chlorophenyl)-1-methyl-4H-isoxazolo[5,4-c]pyrido[3,4-e]azepine was used as starting material instead of 6-(4-chlorophenyl)-7-fluoro-1-methyl-4H-isoxazolo[4,5-e]pyrido[3,4-c]azepine. LC/MS m/z 339 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 8.46 (s, 1H), 7.49-7.41 (m, 4H), 6.84 (q, J=5.00 Hz, 1H), 6.33 (s, 1H), 4.67 (br. s, 2H), 2.79 (d, J=4.78 Hz, 3H), 2.48 (s, 3H).

Sources & evidence

ORD record
ord-cc0ad79580224d39a088a58c5da2d2a8
Source dataset
uspto-grants-2014_08
Patent number
US08796261B2

Reaction notes

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