4-((3-((S)-Phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)-phenoxy)methyl)benzoic acid → (R)-Quinuclidin-3-yl((S)-(3-((1-(4-formylbenzoyl)piperidin-4-yl)methoxy)phenyl)(phenyl)methyl)carbamate

HRID 874835Notes

Reaction equation

HRID 874835 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10](=[O:33])[NH:11][C@@H:12]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[CH:14]=1)[CH2:2]2.Cl.O1CCOC1CCCOC(C1CCNCC1)=O.[CH:52]([C:54]1[CH:62]=[CH:61][C:57]([C:58](O)=[O:59])=[CH:56][CH:55]=1)=[O:53].C1([C@H](NC(O[C@@H]2C3CCN(CC3)C2)=O)C2C=C(C=CC=2)OCC2C=CC(C(O)=O)=CC=2)C=CC=CC=1>>[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([O:9][C:10](=[O:33])[NH:11][C@H:12]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH:21]3[CH2:22][CH2:23][N:24]([C:58](=[O:59])[C:57]4[CH:61]=[CH:62][C:54]([CH:52]=[O:53])=[CH:55][CH:56]=4)[CH2:25][CH2:26]3)[CH:14]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:2]2

Participants

4

Reactant 3

HCID 867208154-((3-((S)-Phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)-phenoxy)methyl)benzoic acidHCID 901981934-Formyl benzoic acid 3-(1,3-dioxolan-2-yl)propyl piperidine-4-carboxylate hydrochlorideHCID 90210005(R)-quinuclidin-3-yl((S)-phenyl(3-(piperidin-4-ylmethoxy)phenyl)methyl)carbamate

Product 1

HCID 90203159(R)-Quinuclidin-3-yl((S)-(3-((1-(4-formylbenzoyl)piperidin-4-yl)methoxy)phenyl)(phenyl)methyl)carbamate

Procedure

The title compound was prepared as described in Example 1 Step 11 with (R)-quinuclidin-3-yl((S)-phenyl(3-(piperidin-4-ylmethoxy)phenyl)methyl)carbamate and 4-formyl benzoic acid 3-(1,3-dioxolan-2-yl)propyl piperidine-4-carboxylate hydrochloride and 4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)methyl)benzoic acid respectively.

Sources & evidence

ORD record
ord-8e99a79dd4854e1eadaa029952f65e38
Source dataset
uspto-grants-2015_03
Patent number
US08980913B2

Reaction notes

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