(S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonate → N-((S)-6-Bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide

HRID 1913813Notes

Reaction equation

HRID 1913813 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][C@@H:7]([NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[CH2:6][CH2:5]2.[O:22]1[CH2:26][CH2:25][CH2:24][C@H:23]1[CH2:27]OS(C)(=O)=O>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][C@@H:7]([NH:12][C:13](=[O:21])[C:14]1[CH:15]=[CH:16][C:17]([O:20][CH2:27][C@@H:23]3[CH2:24][CH2:25][CH2:26][O:22]3)=[CH:18][CH:19]=1)[CH2:6][CH2:5]2

Participants

3

Reactant 2

HCID 18649743(S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonateHCID 66663475N-((S)-6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-hydroxybenzamide

Product 1

HCID 67545579N-((S)-6-Bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide

Procedure

According to method F, N-((S)-6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-hydroxybenzamide was reacted with methanesulfonic acid (S)-1-(tetrahydrofuran-2-yl)methyl ester. The product was thus obtained with the molecular weight of 430.35 (C22H24BrNO3); MS (ESI): 430 (M+H+).

Workup

  1. customThe product was thus obtained with the molecular weight of 430.35 (C22H24BrNO3)

Sources & evidence

ORD record
ord-a72ba1a0133c45ac89e7e287db4989c0
Source dataset
uspto-grants-2013_12
Patent number
US08609731B2

Reaction notes

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