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4-(Chloromethyl)-2-methylpyridine → HCID 59657614, compound

HRID 2055537
Notes
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Reaction equation

HRID 2055537 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][C:16]4([C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[CH2:20][O:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.Cl[CH2:28][C:29]1[CH:34]=[CH:33][N:32]=[C:31]([CH3:35])[CH:30]=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][C:16]4([C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[CH2:20][O:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][N:8]2[CH2:28][C:29]2[CH:34]=[CH:33][N:32]=[C:31]([CH3:35])[CH:30]=2)=[CH:4][CH:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 126752624-(Chloromethyl)-2-methylpyridineHCID 15951937(6-chloro-1H-indol-3-yl)-spiro[1H-2-benzofuran-3,4'-piperidine]-1'-ylmethanone

Product 1

HCID 59657614HCID 59657614, compoundYield 56%

Procedure

Following the general procedure III as described above, the alkylation of 1′-[(6-chloro-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] (prepared according to example 69) with 4-chloromethyl-2-methyl-pyridine (described in WO 2006023707) gave the title compound in 56% yield. ES-MS m/e (%): 472.2(M+H+).

Sources & evidence

ORD record
ord-06e673985ca945ce86c4e03f776d7be9
Source dataset
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07332501B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes