Isobutyryl chloride → Tert-butyl 3-(4-bromo-3-isobutyrylaminobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate

HRID 1176358Notes

Reaction equation

HRID 1176358 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:40]=[CH:41][C:42]=1[Br:43])[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.[C:44](Cl)(=[O:48])[CH:45]([CH3:47])[CH3:46]>>[Br:43][C:42]1[CH:41]=[CH:40][C:4]([CH2:5][O:6][CH:7]2[CH:12]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][CH2:22][O:23][CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[O:31][CH3:32])=[CH:15][CH:14]=3)[CH2:11][CH2:10][N:9]([C:33]([O:35][C:36]([CH3:39])([CH3:37])[CH3:38])=[O:34])[CH2:8]2)=[CH:3][C:2]=1[NH:1][C:44](=[O:48])[CH:45]([CH3:47])[CH3:46]

Participants

3

Reactant 2

HCID 62325Isobutyryl chlorideHCID 68504899Tert-butyl 3-(3-amino-4-bromobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate

Product 1

HCID 68500125Tert-butyl 3-(4-bromo-3-isobutyrylaminobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate

Procedure

Analogously to Example 18e, 4.30 g of tert-butyl 3-(3-amino-4-bromobenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate are reacted with 0.78 ml of isobutyryl chloride. The title compound is obtained as a colourless oil. Rt=6.12.

Sources & evidence

ORD record
ord-d71c892f38ae4574aaca46758332c818
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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