4'-(5-Dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carboxylic acid → 2,3,5,6,7,8-Hexahydro-1'-methyl-5-(4'-(5-dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carbonyl)spiro[furo[2,3-g]quinoline-3,4'-piperidine]

HRID 1741116Notes

Reaction equation

HRID 1741116 reaction equation
[CH3:1][N:2]([CH3:24])[C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([OH:22])=O)=[CH:16][CH:15]=3)=[C:10]([CH3:23])[CH:9]=2)[N:4]=1.[CH3:25][N:26]1[CH2:31][CH2:30][C:29]2([C:43]3[C:34](=[CH:35][C:36]4[CH2:37][CH2:38][CH2:39][NH:40][C:41]=4[CH:42]=3)[O:33][CH2:32]2)[CH2:28][CH2:27]1>>[CH3:25][N:26]1[CH2:31][CH2:30][C:29]2([C:43]3[C:34](=[CH:35][C:36]4[CH2:37][CH2:38][CH2:39][N:40]([C:20]([C:17]5[CH:16]=[CH:15][C:14]([C:11]6[CH:12]=[CH:13][C:8]([C:5]7[N:4]=[C:3]([N:2]([CH3:24])[CH3:1])[O:7][N:6]=7)=[CH:9][C:10]=6[CH3:23])=[CH:19][CH:18]=5)=[O:22])[C:41]=4[CH:42]=3)[O:33][CH2:32]2)[CH2:28][CH2:27]1

Participants

3

Reactant 2

HCID 218338464'-(5-Dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carboxylic acidHCID 221158852,3,5,6,7,8-Hexahydro-1'-methylspiro[furo[2,3-g]quinoline-3,4'-piperidine]

Product 1

HCID 186726472,3,5,6,7,8-Hexahydro-1'-methyl-5-(4'-(5-dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carbonyl)spiro[furo[2,3-g]quinoline-3,4'-piperidine]

Procedure

The title compound was prepared from 4'-(5-dimethylamino-1,2,4-oxadiazol-3-yl)-2'-methylbiphenyl-4-carboxylic acid D(14) and 2,3,5,6,7,8-hexahydro-1'-methylspiro[furo[2,3-g]quinoline-3,4'-piperidine] (D10) using a procedure similar to that of Example 1 (26%). This was converted to hydrochloride salt. M.p. 118-120° C.

Sources & evidence

ORD record
ord-4181f5d259144a0d8f8b06d040fe3178
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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