(R)-(R)-quinuclidin-3-yl 2-amino-2-phenylacetate bis hydrochloride → [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl] 2-hydroxy-3-[[[2-oxo-1-phenyl-2-[(3R)-quinuclidin-3-yl]oxy-ethyl]amino]methyl]benzoate formate salt
Reaction equation
[CH:1]([C:3]1[C:4]([OH:38])=[C:5]([CH:35]=[CH:36][CH:37]=1)[C:6]([O:8][C@H:9]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH:27]([F:29])[F:28])=[C:22]([O:30][CH2:31][CH:32]2[CH2:34][CH2:33]2)[CH:21]=1)[CH2:10][C:11]1[C:16]([Cl:17])=[CH:15][N+:14]([O-:18])=[CH:13][C:12]=1[Cl:19])=[O:7])=O.Cl.Cl.[NH2:41][C@H:42]([C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)[C:43]([O:45][C@@H:46]1[CH:51]2[CH2:52][CH2:53][N:48]([CH2:49][CH2:50]2)[CH2:47]1)=[O:44]>>[CH:6]([OH:8])=[O:7].[OH:38][C:4]1[C:3]([CH2:1][NH:41][CH:42]([C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)[C:43](=[O:44])[O:45][C@@H:46]2[CH:51]3[CH2:50][CH2:49][N:48]([CH2:53][CH2:52]3)[CH2:47]2)=[CH:37][CH:36]=[CH:35][C:5]=1[C:6]([O:8][C@H:9]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH:27]([F:28])[F:29])=[C:22]([O:30][CH2:31][CH:32]2[CH2:33][CH2:34]2)[CH:21]=1)[CH2:10][C:11]1[C:16]([Cl:17])=[CH:15][N+:14]([O-:18])=[CH:13][C:12]=1[Cl:19])=[O:7]Participants
3
Reactant 2
Product 1
Procedure
The title compound was synthesized from [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl] 3-formyl-2-hydroxy-benzoate and Intermediate 8 via the same method described for Example 1.
Sources & evidence
- ORD record
- ord-120cd0e0e23447288c294aa20355aa9f
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09090606B2
Reaction notes
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