2-Bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine → 1-[(5-Amino-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-2-yl)methyl]-N-[bis(4-methoxyphenyl)methyl]-4-piperidinamine

HRID 565706Notes

Reaction equation

HRID 565706 reaction equation
Br[CH2:2][C:3]1([CH3:16])[CH2:7][C:6]2[C:8]([CH3:15])=[C:9]([NH2:14])[C:10]([CH3:13])=[C:11]([CH3:12])[C:5]=2[O:4]1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]([C:33]2[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)[NH:26][CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:21][CH:20]=1>>[NH2:14][C:9]1[C:10]([CH3:13])=[C:11]([CH3:12])[C:5]2[O:4][C:3]([CH2:2][N:30]3[CH2:31][CH2:32][CH:27]([NH:26][CH:25]([C:22]4[CH:21]=[CH:20][C:19]([O:18][CH3:17])=[CH:24][CH:23]=4)[C:33]4[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=4)[CH2:28][CH2:29]3)([CH3:16])[CH2:7][C:6]=2[C:8]=1[CH3:15]

Participants

3

Reactant 2

HCID 108505902-Bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamineHCID 22111110N-[bis(4-methoxyphenyl)methyl]-4-piperidinamine

Product 1

HCID 221111111-[(5-Amino-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-2-yl)methyl]-N-[bis(4-methoxyphenyl)methyl]-4-piperidinamineYield 43%

Procedure

Starting with 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine and N-[bis(4-methoxyphenyl)methyl]-4-piperidinamine, the procedure of Example 53 was otherwise repeated to provide the title compound. Yield 43%.

Sources & evidence

ORD record
ord-3b6f516591944037a20125d977bcd5c3
Source dataset
uspto-grants-2001_01
Patent number
US06172085B2

Reaction notes

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