HCID 10760311, compound → 8-{[(2s)-8-Methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]methyl}-3-(2-pyridinyl)-8-azabicyclo[3.2.1]octan-3-ol

HRID 431003Notes

Reaction equation

HRID 431003 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1([OH:15])[CH2:13][CH:12]2[NH:14][CH:9]([CH2:10][CH2:11]2)[CH2:8]1.[CH3:16][O:17][C:18]1[C:23]2[O:24][C@H:25]([CH2:28]OS(C3C=CC(C)=CC=3)(=O)=O)[CH2:26][O:27][C:22]=2[CH:21]=[CH:20][CH:19]=1>>[CH3:16][O:17][C:18]1[C:23]2[O:24][C@@H:25]([CH2:28][N:14]3[CH:12]4[CH2:11][CH2:10][CH:9]3[CH2:8][C:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)([OH:15])[CH2:13]4)[CH2:26][O:27][C:22]=2[CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 10760311HCID 10760311, compoundHCID 12095854HCID 12095854, compound

Product 1

HCID 102932638-{[(2s)-8-Methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]methyl}-3-(2-pyridinyl)-8-azabicyclo[3.2.1]octan-3-olYield 70%

Procedure

The title compound was prepared by the same procedure described in Example 1, Step 4 using 3-(2-pyridinyl)-8-azabicyclo[3.2.1]octan-3-ol in place of 3-naphthalen-2-yl-8-aza-bicyclo[3.2.1]octan-3-ol, and (S)-toluene-4-sulfonic acid 8-methoxy-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester in place of (S)-toluene-4-sulfonic acid 8-ethoxy-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester. Yield: 70%, white solid.

Sources & evidence

ORD record
ord-e32eea23180240f0a9684c676ca4f527
Source dataset
uspto-grants-2003_12
Patent number
US06656951B2

Reaction notes

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