Methanol → HCID 10782967, compound

HRID 1459701Notes

Reaction equation

HRID 1459701 reaction equation
[CH3:1][O:2][CH:3]([O:9][CH3:10])[CH2:4][CH2:5][CH2:6][CH2:7]Br.[CH2:11]([NH:18][CH2:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CO>CS(C)=O>[CH3:1][O:2][CH:3]([O:9][CH3:10])[CH2:4][CH2:5][CH2:6][CH2:7][N:23]1[CH2:22][CH2:21][CH:20]([CH2:19][NH:18][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:25][CH2:24]1

Participants

5

Reactant 3

HCID 887MethanolHCID 110746845-bromo-1,1-dimethoxypentaneHCID 16004294N-(Phenylmethyl)-4-piperidinemethanamine

Product 1

HCID 10782967HCID 10782967, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared in 58% yield from 5-bromopentanal dimethyl acetal and 4-[(benzylamino)methyl]piperidine using a similar method to that described for Example 8 (step 2). δ (250 MHz, d6 -DMSO) 1.26-2.14 (13H, m), 2.49 (2H, t, J=7.0 Hz), 2.63 (2H, d, J=6.6 Hz), 3.04-3.14 (2H, m), 3.49 (6H, s), 3.95 (2H, s), 4.61 (1H, t, J=5.7 Hz), 7.44-7.62 (5H, m), m/e (ES) 335 (M+1+).

Sources & evidence

ORD record
ord-b1192ceeef3a4c6fbea6e4751d38bafc
Source dataset
uspto-grants-1998_12
Patent number
US05854268

Reaction notes

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