2-Bromoethyl methyl ether → HCID 18784690, compound
Reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[O:9][C:10]([CH3:13])=[N:11][N:12]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]([N:22]2[C:30]3[CH:29]=[C:28]4[C:31]5([CH2:37][O:38][C:27]4=[CH:26][C:25]=3[CH2:24][CH2:23]2)[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]5)=[O:21])=[CH:16][CH:15]=1.[CH3:39][O:40][CH2:41][CH2:42]Br>>[CH3:39][O:40][CH2:41][CH2:42][N:34]1[CH2:33][CH2:32][C:31]2([C:28]3[C:27](=[CH:26][C:25]4[CH2:24][CH2:23][N:22]([C:20]([C:17]5[CH:16]=[CH:15][C:14]([C:3]6[CH:4]=[CH:5][C:6]([C:8]7[O:9][C:10]([CH3:13])=[N:11][N:12]=7)=[CH:7][C:2]=6[CH3:1])=[CH:19][CH:18]=5)=[O:21])[C:30]=4[CH:29]=3)[O:38][CH2:37]2)[CH2:36][CH2:35]1Participants
3
Procedure
The title compound was prepared from 5-(2'-methyl-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] (E17 in WO 96/19477) and 2-bromoethyl methyl ether using a similar procedure to Example 2, with a reaction time of 31 hours heating under reflux (33%). Hydrochloride salt m.p. 238-240° C.
Workup
- temperaturewith a reaction time of 31 hours heating
- temperatureunder reflux (33%)
Sources & evidence
- ORD record
- ord-10adfbc8cc944754aab480d973a41a9c
- Source dataset
- uspto-grants-2000_05
- Patent number
- US06066644
Reaction notes
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