tert-butyl (6R,7R)-6-(aminomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate → tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-{[(4-cyano-1,3-benzoxazol-2-yl)amino]methyl}-1,4-oxazepane-4-carboxylate

HRID 1022771Notes

Reaction equation

HRID 1022771 reaction equation
[NH2:1][CH2:2][C@H:3]1[C@H:9]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([F:17])[CH:11]=2)[O:8][CH2:7][CH2:6][N:5]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:4]1.Cl[C:26]1[O:27][C:28]2[C:29](=[C:31]([C:35]#[N:36])[CH:32]=[CH:33][CH:34]=2)[N:30]=1>>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C@@H:9]2[O:8][CH2:7][CH2:6][N:5]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:4][C@H:3]2[CH2:2][NH:1][C:26]2[O:27][C:28]3[CH:34]=[CH:33][CH:32]=[C:31]([C:35]#[N:36])[C:29]=3[N:30]=2)=[CH:11][C:12]=1[F:17]

Participants

3

Reactant 2

HCID 66975002tert-butyl (6R,7R)-6-(aminomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylateHCID 669753702-Chlorobenzo[d]oxazole-4-carbonitrile

Product 1

HCID 66975355tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-{[(4-cyano-1,3-benzoxazol-2-yl)amino]methyl}-1,4-oxazepane-4-carboxylate

Procedure

Using tert-butyl (6R,7R)-6-(aminomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate and 2-chloro-1,3-benzoxazole-4-carbonitrile, and in the same manner as in Example 391, step A, the title compound was obtained.

Sources & evidence

ORD record
ord-7e0baa1dec054773a064af61f00cda2a
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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