Benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate → HCID 178499036, compound

HRID 1712560Notes

Reaction equation

HRID 1712560 reaction equation
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4](C(OCC2C=CC=CC=2)=O)[CH2:3]1.Br[CH2:39][C:40]1[C:48]2[N:47]=[C:46]([C:49]([O:51][CH3:52])=[O:50])[N:45](COCC[Si](C)(C)C)[C:44]=2[CH:43]=[CH:42][CH:41]=1>>[CH3:27][O:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[CH2:19][O:18][CH2:17][CH2:16][CH2:15][O:14][C:11]1[CH:10]=[CH:9][C:8]([CH:7]2[CH2:6][CH2:5][NH:4][CH2:3][CH:2]2[O:1][CH2:39][C:40]2[C:48]3[NH:47][C:46]([C:49]([O:51][CH3:52])=[O:50])=[N:45][C:44]=3[CH:43]=[CH:42][CH:41]=2)=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 68499596Benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylateHCID 68503164HCID 68503164, compound

Product 1

HCID 178499036HCID 178499036, compound

Procedure

Analogously to Method D, 1.58 g of benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate (Example 10f) and 1.43 g of methyl 4-bromomethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzoimidazole-2-carboxylate are reacted. The title compound is obtained as a colourless oil. Rf=0.23 (1:1 EtOAc-heptane); Rt=29.5 (II).

Sources & evidence

ORD record
ord-92ba8018ff7947edb46a084467433867
Source dataset
uspto-grants-2010_09
Patent number
US07790715B2

Reaction notes

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