7-[4-(5-Methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-[1,4]oxazepane hydrochloride → 7-[4-(3-Methyl-[1,2,4]oxadiazol-5-yl)-phenyl]-[1,4]oxazepane hydrochloride

HRID 515485Notes

Reaction equation

HRID 515485 reaction equation
[ClH:1].CC1ON=C(C2C=CC(C3OCCNCC3)=CC=2)N=1.[CH3:21][C:22]1[N:26]=[C:25]([C:27]2[CH:32]=[CH:31][C:30]([CH:33]3[O:39][CH2:38][CH2:37][N:36]([C@@H](C4C=CC=CC=4)C)[CH2:35][CH2:34]3)=[CH:29][CH:28]=2)[O:24][N:23]=1>>[ClH:1].[CH3:21][C:22]1[N:26]=[C:25]([C:27]2[CH:28]=[CH:29][C:30]([CH:33]3[O:39][CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[CH:31][CH:32]=2)[O:24][N:23]=1

Participants

3

Reactant 2

HCID 667185737-[4-(5-Methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-[1,4]oxazepane hydrochlorideHCID 672822577-[4-(3-methyl-[1,2,4]oxadiazol-5-yl)-phenyl]-4-((R)-1-phenyl-ethyl)-[1,4]oxazepane

Product 1

HCID 667185367-[4-(3-Methyl-[1,2,4]oxadiazol-5-yl)-phenyl]-[1,4]oxazepane hydrochloride

Procedure

Optically active 7-[4-(3-Methyl-[1,2,4]oxadiazol-5-yl)-phenyl]-[1,4]oxazepane hydrochloride was prepared by the same procedure as that of optically active 7-[4-(5-Methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-[1,4]oxazepane hydrochloride except for utilizing 7-[4-(3-methyl-[1,2,4]oxadiazol-5-yl)-phenyl]-4-((R)-1-phenyl-ethyl)-[1,4]oxazepane instead of 7-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-4-(1-phenyl-ethyl)-[1,4]oxazepane. Optically active 7-[4-(3-Methyl-[1,2,4]oxadiazol-5-yl)-phenyl]-[1,4]oxazepane hydrochloride was obtained as white solid (0.16 g, 0.54 mmol, 72%).

Sources & evidence

ORD record
ord-021aeb2bc6944851b7cda4462e0e8b25
Source dataset
uspto-grants-2015_08
Patent number
US09108957B2

Reaction notes

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