N-((1S)-1-(4-Bromophenyl)ethyl)acetamide → (S)-N-(1-{4-[3-(4-Benzyloxy-pyridin-2-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

HRID 40522Notes

Reaction equation

HRID 40522 reaction equation
[NH:1]1[CH2:4][CH:3]([O:5][C:6]2[CH:11]=[C:10]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:9]=[CH:8][N:7]=2)[CH2:2]1.Br[C:21]1[CH:26]=[CH:25][C:24]([C@@H:27]([NH:29][C:30](=[O:32])[CH3:31])[CH3:28])=[CH:23][CH:22]=1>>[CH2:13]([O:12][C:10]1[CH:9]=[CH:8][N:7]=[C:6]([O:5][CH:3]2[CH2:4][N:1]([C:21]3[CH:26]=[CH:25][C:24]([C@@H:27]([NH:29][C:30](=[O:32])[CH3:31])[CH3:28])=[CH:23][CH:22]=3)[CH2:2]2)[CH:11]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 793484N-((1S)-1-(4-Bromophenyl)ethyl)acetamideHCID 866890232-(Azetidin-3-yloxy)-4-benzyloxy-pyridine

Product 1

HCID 86689022(S)-N-(1-{4-[3-(4-Benzyloxy-pyridin-2-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

Procedure

Example 8.7 is prepared analogously to 8.1. 2-(Azetidin-3-yloxy)-4-benzyloxy-pyridine (IX.3) and (S)—N-[1-(4-bromo-phenyl)-ethyl]-acetamide (I.1) are used as starting materials.

Workup

  1. customExample 8.7 is prepared analogously to 8.1

Sources & evidence

ORD record
ord-86d8cf40d1374895b9825a91273532d1
Source dataset
uspto-grants-2013_09
Patent number
US08530461B2

Reaction notes

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