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

HRID 878422Notes

Reaction equation

HRID 878422 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([O:8][C@@H:9]2[CH:16]3[CH2:17][N:12]4[CH2:13][CH:14]([CH2:18][CH:10]2[CH2:11]4)[CH2:15]3)=[N:6][CH:7]=1.[NH:19]1[C:27]2[C:22](=[CH:23][C:24](B(O)O)=[CH:25][CH:26]=2)[CH:21]=[CH:20]1.N>>[NH:19]1[C:27]2[C:22](=[CH:23][C:24]([C:2]3[CH:3]=[CH:4][C:5]([O:8][C@@H:9]4[CH:16]5[CH2:17][N:12]6[CH2:13][CH:14]([CH2:18][CH:10]4[CH2:11]6)[CH2:15]5)=[N:6][CH:7]=3)=[CH:25][CH:26]=2)[CH:21]=[CH:20]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 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

Procedure

Prepared from the product of Example 10C (45 mg, 0.14 mmol) and 5-indolylboronic acid (33 mg, 0.204 mmol; Maybridge) according to Method G: MS (DCI/NH3) m/z=346 (M+H)+.

Sources & evidence

ORD record
ord-7ead1b502b9c44d3a2df3c9fca470ac8
Source dataset
uspto-grants-2015_03
Patent number
US08987453B2

Reaction notes

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