p-Toluenesulfonic acid → (4r)-4-[5-(1H-Indol-5-yl)pyridin-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane

HRID 154387Notes

Reaction equation

HRID 154387 reaction equation
[Br:12][c:13]1[cH:14][cH:15][c:16]([O:19][CH:20]2[CH:21]3[CH2:22][N:23]4[CH2:24][CH:25]([CH2:26][CH:27]2[CH2:28]4)[CH2:29]3)[n:17][cH:18]1.[Cl:42][CH:43]([Cl:44])[Cl:45].[c:1]1([CH3:2])[cH:3][cH:4][c:5]([S:6]([OH:7])(=[O:8])=[O:9])[cH:10][cH:11]1.[nH:30]1[cH:31][cH:32][c:33]2[cH:34][c:35]([B:39]([OH:40])[OH:41])[cH:36][cH:37][c:38]12>>[c:13]1(-[c:35]2[cH:34][c:33]3[cH:32][cH:31][nH:30][c:38]3[cH:37][cH:36]2)[cH:14][cH:15][c:16]([O:19][CH:20]2[CH:21]3[CH2:22][N:23]4[CH2:24][CH:25]([CH2:26][CH:27]2[CH2:28]4)[CH2:29]3)[n:17][cH:18]1

Participants

5

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 6212ChloroformHCID 27343615-Indolylboronic acidHCID 24990114(4s)-4-(5-Bromopyridin-2-yloxy)-1-azatricyclo[3.3.1.13,7]decane

Product 1

HCID 86621322(4r)-4-[5-(1H-Indol-5-yl)pyridin-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane

Sources & evidence

ORD record
ord-671ed5bbcab144379750ff0cf6d359be
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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