1'-Ethyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] → 5-[4'-(Ethoxycarbonylamino)-2'-methylbiphenyl-4-carbonyl]-1'-ethyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]

HRID 1741129Notes

Reaction equation

HRID 1741129 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19](O)=[O:20])=[CH:15][CH:14]=2)=[C:9]([CH3:22])[CH:8]=1)=[O:5])[CH3:2].[CH2:23]([N:25]1[CH2:30][CH2:29][C:28]2([C:41]3[C:33](=[CH:34][C:35]4[CH2:36][CH2:37][NH:38][C:39]=4[CH:40]=3)[O:32][CH2:31]2)[CH2:27][CH2:26]1)[CH3:24]>>[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([N:38]3[C:39]4[CH:40]=[C:41]5[C:28]6([CH2:31][O:32][C:33]5=[CH:34][C:35]=4[CH2:36][CH2:37]3)[CH2:29][CH2:30][N:25]([CH2:23][CH3:24])[CH2:26][CH2:27]6)=[O:20])=[CH:15][CH:14]=2)=[C:9]([CH3:22])[CH:8]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 218337441'-Ethyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]HCID 218337584'-(Ethoxycarbonylamino)-2'-methylbiphenyl-4-carboxylic acid

Product 1

HCID 218338315-[4'-(Ethoxycarbonylamino)-2'-methylbiphenyl-4-carbonyl]-1'-ethyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]Yield 61%

Procedure

This compound was prepared from 4'-(ethoxycarbonylamino)-2'-methylbiphenyl-4-carboxylic acid (D61) and 1'-ethyl-2,3,6,7-tetrahydrosprio[furo[2,3-f]indole-3,4'-piperidine] (D109), following the procedure of Example 29. This gave the title compound (61%) as a straw coloured foam, which was converted to its hydrochloride salt.

Sources & evidence

ORD record
ord-457356d155314a3da1f3364285cc7ad7
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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