1'-Methyl-6,7-dihydro-2H,5H-spiro[furo[2,3-f]indole-3,4'-piperidine] → 5-(4'-(5-Dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carbonyl)-1'-methyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]

HRID 1741096Notes

Reaction equation

HRID 1741096 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2([C:18]3[C:10](=[CH:11][C:12]4[CH2:13][CH2:14][NH:15][C:16]=4[CH:17]=3)[O:9][CH2:8]2)[CH2:4][CH2:3]1.[CH3:19][N:20]([CH3:42])[C:21]1[O:25][N:24]=[C:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][C:35]([C:38](O)=[O:39])=[CH:34][CH:33]=3)=[C:28]([CH3:41])[CH:27]=2)[N:22]=1>>[CH3:19][N:20]([CH3:42])[C:21]1[O:25][N:24]=[C:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][C:35]([C:38]([N:15]4[C:16]5[CH:17]=[C:18]6[C:5]7([CH2:8][O:9][C:10]6=[CH:11][C:12]=5[CH2:13][CH2:14]4)[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]7)=[O:39])=[CH:34][CH:33]=3)=[C:28]([CH3:41])[CH:27]=2)[N:22]=1

Participants

3

Reactant 2

HCID 106579521'-Methyl-6,7-dihydro-2H,5H-spiro[furo[2,3-f]indole-3,4'-piperidine]HCID 218338464'-(5-Dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carboxylic acid

Product 1

HCID 218337985-(4'-(5-Dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carbonyl)-1'-methyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]

Procedure

The title compound was prepared from 1'-methyl-2,3,6,7-tetrahydrospiro [furo[2,3-f]indole-3,4'-piperidine] (D8) and 4'-(5-dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carboxylic acid (D14) using a procedure similar to that of Example 1 (18%). This was converted to the oxalate salt, which precipitated from acetone/ether as a white solid.

Workup

  1. customprecipitated from acetone/ether as a white solid

Sources & evidence

ORD record
ord-c28a8d472480470388fa213cbeb2b796
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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