3-Methoxypropanoyl chloride → tert-Butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[3-(3-methoxypropionylamino)benzyloxy]piperidine-1-carboxylate

HRID 1176391Notes

Reaction equation

HRID 1176391 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:40]=[CH:41][CH:42]=1)[CH2:5][O:6][CH:7]1[CH:12]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][CH2:22][O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[O:31][CH3:32])=[CH:15][CH:14]=2)[CH2:11][CH2:10][N:9]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:8]1.[CH3:43][O:44][CH2:45][CH2:46][C:47](Cl)=[O:48]>>[CH3:32][O:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[CH2:24][O:23][CH2:22][CH2:21][CH2:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([CH:12]2[CH2:11][CH2:10][N:9]([C:33]([O:35][C:36]([CH3:38])([CH3:37])[CH3:39])=[O:34])[CH2:8][CH:7]2[O:6][CH2:5][C:4]2[CH:40]=[CH:41][CH:42]=[C:2]([NH:1][C:47](=[O:48])[CH2:46][CH2:45][O:44][CH3:43])[CH:3]=2)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 27597283-Methoxypropanoyl chlorideHCID 68505086Tert-butyl 3-(3-aminobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate

Product 1

HCID 68505283tert-Butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[3-(3-methoxypropionylamino)benzyloxy]piperidine-1-carboxylate

Procedure

Analogously to Example 116b, 0.610 g of tert-butyl 3-(3-aminobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate and 0.270 g of 3-methoxypropionyl chloride are reacted. The title compound is obtained as a beige oil. Rf=0.40 (1:1 EtOAc-heptane); Rt=5.56.

Sources & evidence

ORD record
ord-44d3592f085f4ec89b783d604d39d5aa
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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