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

HRID 1741128Notes

Reaction equation

HRID 1741128 reaction equation
[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18](OC)=[O:19])=[CH:14][CH:13]=2)=[C:8]([CH3:22])[CH:7]=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>>[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([N:37]3[C:38]4[CH:39]=[C:40]5[C:27]6([CH2:30][O:31][C:32]5=[CH:33][C:34]=4[CH2:35][CH2:36]3)[CH2:26][CH2:25][N:24]([CH3:23])[CH2:29][CH2:28]6)=[O:19])=[CH:14][CH:13]=2)=[C:8]([CH3:22])[CH:7]=1

Participants

3

Reactant 2

HCID 106579521'-Methyl-6,7-dihydro-2H,5H-spiro[furo[2,3-f]indole-3,4'-piperidine]HCID 21833808HCID 21833808, compound

Product 1

HCID 218338325-[4'-(4,5-Dihydrooxazol-2-yl)-2'-methylbiphenyl-4-carbonyl]-1'-methyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]Yield 35%

Procedure

This was prepared from methyl 4'-(4,5-dihydrooxazol-2-yl)-2'-methylbiphenyl-4-carboxylate (D114) and 1'-methyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine (D8) following the procedure of Example 12. This gave the title compound (35%) as a light yellow solid.

Sources & evidence

ORD record
ord-03ed1472f71a41378b35e5cf4d0b7099
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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