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

HRID 1176304Notes

Reaction equation

HRID 1176304 reaction equation
[NH2:1][C:2]1[CH:42]=[CH:41][CH:40]=[CH:39][C:3]=1[CH2:4][O:5][CH:6]1[CH:11]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[O:30][CH3:31])=[CH:14][CH:13]=2)[CH2:10][CH2:9][N:8]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:7]1.[CH3:43][O:44][CH2:45][CH2:46][CH2:47][C:48](Cl)=[O:49]>>[CH3:31][O:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[CH2:23][O:22][CH2:21][CH2:20][CH2:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([CH:11]2[CH2:10][CH2:9][N:8]([C:32]([O:34][C:35]([CH3:38])([CH3:36])[CH3:37])=[O:33])[CH2:7][CH:6]2[O:5][CH2:4][C:3]2[CH:39]=[CH:40][CH:41]=[CH:42][C:2]=2[NH:1][C:48](=[O:49])[CH2:47][CH2:46][CH2:45][O:44][CH3:43])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 127949894-Methoxybutanoyl chlorideHCID 68506158HCID 68506158, compound

Product 1

HCID 68502090tert-Butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[2-(4-methoxybutyrylamino)benzyloxy]piperidine-1-carboxylate

Procedure

Analogously to Example 116b, 0.135 g of tert-butyl 3-(2-aminobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate and 0034 g of 4-methoxybutyryl chloride are reacted. The title compound is obtained as a beige oil. Rf=0.10 (1:1 EtOAc-heptane); Rt=5.86.

Sources & evidence

ORD record
ord-61b0f1883cc64ec381c3dcf757fba47c
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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