5-(4-Ethynyl-3-methoxy-phenyl)-3-methyl-1,2,4-oxadiazole → 6-fluoro-3-{4-[2-methoxy-4-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]-1H-1,2,3-triazol-1-yl}-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

HRID 2035706Notes

Reaction equation

HRID 2035706 reaction equation
[F:1][C:2]1[C:7]2[CH2:8][CH2:9][CH:10]([N:19]3C=C(C4C=CC(C5C=CN=CC=5)=CC=4F)[N:21]=[N:20]3)[C:11](=[O:18])[N:12]([CH2:13][C:14]([F:17])([F:16])[F:15])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:37]([C:39]1[CH:44]=[CH:43][C:42]([C:45]2[O:49][N:48]=[C:47]([CH3:50])[N:46]=2)=[CH:41][C:40]=1[O:51][CH3:52])#[CH:38]>>[F:1][C:2]1[C:7]2[CH2:8][CH2:9][CH:10]([N:19]3[CH:38]=[C:37]([C:39]4[CH:44]=[CH:43][C:42]([C:45]5[O:49][N:48]=[C:47]([CH3:50])[N:46]=5)=[CH:41][C:40]=4[O:51][CH3:52])[N:21]=[N:20]3)[C:11](=[O:18])[N:12]([CH2:13][C:14]([F:15])([F:16])[F:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 580635625-(4-Ethynyl-3-methoxy-phenyl)-3-methyl-1,2,4-oxadiazoleHCID 580636086-fluoro-3-{4-[2-fluoro-4-(pyridin-4-yl)-phenyl]-1H-1,2,3-triazol-1-yl}-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

Product 1

HCID 580636216-fluoro-3-{4-[2-methoxy-4-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]-1H-1,2,3-triazol-1-yl}-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

Procedure

The title compound was prepared by the same route as 6-fluoro-3-{-4-[2-fluoro-4-(pyridin-4-yl)phenyl]-1H-1,2,3-triazol-1-yl}-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one using 5-(4-ethynyl-3-methoxy-phenyl)-3-methyl-1,2,4-oxadiazole as the alkyne.

Sources & evidence

ORD record
ord-1d51ebf887d047929d78fc144d3094f4
Source dataset
uspto-grants-2013_11
Patent number
US08575150B2

Reaction notes

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