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

HRID 1741130Notes

Reaction equation

HRID 1741130 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[O:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]([OH:22])=O)=[CH:16][CH:15]=1.[CH3:23][N:24]1[CH2:29][CH2:28][C:27]2([C:40]3[C:32](=[CH:33][C:34]4[CH2:35][CH2:36][NH:37][C:38]=4[CH:39]=3)[O:31][CH2:30]2)[CH2:26][CH2:25]1>>[CH3:13][C:10]1[O:9][C:8]([C:6]2[CH:5]=[CH:4][C:3]([C:14]3[CH:15]=[CH:16][C:17]([C:20]([N:37]4[C:38]5[CH:39]=[C:40]6[C:27]7([CH2:30][O:31][C:32]6=[CH:33][C:34]=5[CH2:35][CH2:36]4)[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]7)=[O:22])=[CH:18][CH:19]=3)=[C:2]([CH3:1])[CH:7]=2)=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 106579521'-Methyl-6,7-dihydro-2H,5H-spiro[furo[2,3-f]indole-3,4'-piperidine]HCID 21833818HCID 21833818, compound

Product 1

HCID 218338415-(4'-(5-Methylfuran-2-yl)-2'-methylbiphenyl-4-carbonyl)-1'-methyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]

Procedure

2'-Methyl-4'-(5-methylfuran-2-yl)biphenyl-4-carboxylic acid (D119) (160 mg, 0.55 mmol) and 1'-methyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] (D8, 134 mg, 0.55 mmol) were converted to the title compound using the method outlined in Example 29, as an off-white foam (176 mg, 62%).

Sources & evidence

ORD record
ord-457c8d363312454185a4e92b27860108
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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