Methyl 4-(bromomethyl)-2-methoxybenzoate → methyl 2-methoxy-4-[[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-yl]methyl]benzoate

HRID 630303Notes

Reaction equation

HRID 630303 reaction equation
[C@H:1]12[CH2:7][C@H:4]([NH:5][CH2:6]1)[CH2:3][N:2]2[C:8](OC(C)(C)C)=O.[CH3:15][O:16][C:17]1[CH:26]=[C:25](CBr)[CH:24]=[CH:23][C:18]=1[C:19]([O:21][CH3:22])=[O:20]>>[CH3:15][O:16][C:17]1[CH:26]=[C:25]([CH2:8][N:2]2[CH2:3][C@@H:4]3[CH2:7][C@H:1]2[CH2:6][NH:5]3)[CH:24]=[CH:23][C:18]=1[C:19]([O:21][CH3:22])=[O:20]

Participants

3

Reactant 2

HCID 11288398Methyl 4-(bromomethyl)-2-methoxybenzoateHCID 11521263(1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptane

Product 1

HCID 68488390methyl 2-methoxy-4-[[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-yl]methyl]benzoate

Procedure

In like manner, 1,1-dimethylethyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate and methyl 2-methoxy-4-(bromomethyl)benzoate are reacted together to give methyl 2-methoxy-4-[[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-yl]methyl]benzoate.

Sources & evidence

ORD record
ord-a304987c0df04d5d96f66cdb4223833b
Source dataset
uspto-grants-2016_04
Patent number
US09315509B2

Reaction notes

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