1,3-Dioxolane-2-propanol → 3-(1,3-Dioxolan-2-yl)propyl 1-methyl-5((3((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)methyl)-1H-pyrazole-3-carboxylate

HRID 877328Notes

Reaction equation

HRID 877328 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C@H:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[NH:16][C:17]([O:19][C@@H:20]3[CH:25]4[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]4)[CH2:21]3)=[O:18])[CH:10]=2)=[CH:5][C:4]([C:34]([OH:36])=[O:35])=[N:3]1.[O:37]1[CH2:41][CH2:40][O:39][CH:38]1[CH2:42][CH2:43][CH2:44]O.OCCOC1C=CC(C=O)=CC=1C>>[CH3:1][N:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C@H:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[NH:16][C:17]([O:19][C@@H:20]3[CH:25]4[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]4)[CH2:21]3)=[O:18])[CH:10]=2)=[CH:5][C:4]([C:34]([O:36][CH2:44][CH2:43][CH2:42][CH:38]2[O:39][CH2:40][CH2:41][O:37]2)=[O:35])=[N:3]1

Participants

4

Reactant 3

HCID 119709291,3-Dioxolane-2-propanolHCID 791110334-(2-Hydroxyethoxy)-3-methylbenzaldehydeHCID 867208301-methyl-5((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)-methyl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 867208293-(1,3-Dioxolan-2-yl)propyl 1-methyl-5((3((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)methyl)-1H-pyrazole-3-carboxylate

Procedure

The title compound was prepared as described in Example 1 Step 10 with 1-methyl-5((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)-methyl)-1H-pyrazole-3-carboxylic acid and 3(1,3-dioxolan-2-yl)propan-1-ol replacing 4-((3-((S)-phenyl((((R)-quinuclidin-3-yloxy)carbonyl)amino)methyl)phenoxy)methyl)-benzoic acid and 4-(2-hydroxyethoxy)-3-methylbenzaldehyde respectively.

Sources & evidence

ORD record
ord-05b0f5f7106141b785f914b326c3dd02
Source dataset
uspto-grants-2015_03
Patent number
US08987299B2

Reaction notes

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