Benzylamine → N-benzyl-5-(4-(3,4-dimethoxyphenyl)piperidino)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-amine

HRID 1272329Notes

Reaction equation

HRID 1272329 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([CH:19]2[CH2:24][CH2:23][N:22]([C:25]3[C:26]([CH3:39])=[C:27]([CH3:38])[C:28]4[O:32][C:31]([CH3:34])([CH3:33])[CH:30](O)[C:29]=4[C:36]=3[CH3:37])[CH2:21][CH2:20]2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]>>[CH2:1]([NH:8][CH:30]1[C:29]2[C:36]([CH3:37])=[C:25]([N:22]3[CH2:21][CH2:20][CH:19]([C:13]4[CH:14]=[CH:15][C:16]([O:17][CH3:18])=[C:11]([O:10][CH3:9])[CH:12]=4)[CH2:24][CH2:23]3)[C:26]([CH3:39])=[C:27]([CH3:38])[C:28]=2[O:32][C:31]1([CH3:34])[CH3:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 674206985-(4-(3,4-Dimethoxyphenyl)piperidino)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

Product 1

HCID 58847351N-benzyl-5-(4-(3,4-dimethoxyphenyl)piperidino)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-amineYield 80%

Procedure

Using benzylamine and 5-(4-(3,4-dimethoxyphenyl)piperidino)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol obtained in Reference Example 19, the title compound was synthesized in the same manner as in Example 57. Yield 80%. Amorphous state powder.

Workup

  1. customobtained in Reference Example 19

Sources & evidence

ORD record
ord-9834647d56044053a8b87789fc9fd0cd
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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