4'-(5-Methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carboxylic acid → 1'-Ethyl-5-[4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carbonyl]-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]
Reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([C:19](O)=[O:20])=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)=[N:4][N:3]=1.[CH2:22]([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)[CH3:23]>>[CH2:22]([N:24]1[CH2:29][CH2:28][C:27]2([C:40]3[C:32](=[CH:33][C:34]4[CH2:35][CH2:36][N:37]([C:19]([C:16]5[CH:15]=[CH:14][C:13]([C:10]6[CH:11]=[CH:12][C:7]([C:5]7[O:6][C:2]([CH3:1])=[N:3][N:4]=7)=[CH:8][CH:9]=6)=[CH:18][CH:17]=5)=[O:20])[C:38]=4[CH:39]=3)[O:31][CH2:30]2)[CH2:26][CH2:25]1)[CH3:23]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared from 4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carboxylic acid (D11) and 1'-ethyl-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] (D109) using a similar procedure as that outlined in Example 1, to afford the title compound as a yellow gum (31%). This was converted to its hydrochloride salt to yield an off white solid m.p. 245-249° C.
Sources & evidence
- ORD record
- ord-1efe16ea59e2420ab79da6e6c297a9d5
- Source dataset
- uspto-grants-1999_10
- Patent number
- US05972951
Reaction notes
Loading…