3-(3,4,5-Trimethoxyphenyl)benzyl chloride → 1-(tert-butoxycarbonyl)-4-[N-(4-ethoxyphenyl)-N-[3-(3,4,5-trimethoxyphenyl)benzyl]amino]piperidine

HRID 395516Notes

Reaction equation

HRID 395516 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH3:23])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:24][O:25][C:26]1[CH:27]=[C:28]([C:36]2[CH:37]=[C:38]([CH:41]=[CH:42][CH:43]=2)[CH2:39]Cl)[CH:29]=[C:30]([O:34][CH3:35])[C:31]=1[O:32][CH3:33]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH3:23])=[CH:17][CH:16]=2)[CH2:39][C:38]2[CH:41]=[CH:42][CH:43]=[C:36]([C:28]3[CH:29]=[C:30]([O:34][CH3:35])[C:31]([O:32][CH3:33])=[C:26]([O:25][CH3:24])[CH:27]=3)[CH:37]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 120211573-(3,4,5-Trimethoxyphenyl)benzyl chlorideHCID 225578601-Boc-4-[(4-ethoxyphenyl)amino]-piperidine

Product 1

HCID 225578291-(tert-butoxycarbonyl)-4-[N-(4-ethoxyphenyl)-N-[3-(3,4,5-trimethoxyphenyl)benzyl]amino]piperidine

Procedure

1-(tert-Butoxycarbonyl)-4-[(4-ethoxyphenyl)amino]piperidine (641 mg) and 3-(3,4,5-trimethoxyphenyl)benzyl chloride (586 mg) was treated in the same manner as described in Example 9 to give light yellow amorphous of the title compound.

Sources & evidence

ORD record
ord-171e4503d5954d1f8675dba15f764d5c
Source dataset
uspto-grants-2003_08
Patent number
US06605620B1

Reaction notes

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