Benzoic Acid → HCID 54510766, compound

HRID 1858745Notes

Reaction equation

HRID 1858745 reaction equation
[OH:1][NH:2][C:3]([CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH:14]2[O:26][CH2:27][C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=2)=[CH:9][CH:8]=1)=[NH:4].[C:38](O)(=O)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>C(Cl)CCl>[CH:29]1[C:30]2[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:36]=[CH:37][C:28]=1[CH2:27][O:26][CH:14]1[CH:13]([C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][C:3]3[N:4]=[C:38]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[O:1][N:2]=3)=[CH:8][CH:9]=2)[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15]1

Participants

4

Reactant 2

HCID 243Benzoic AcidHCID 178451741HCID 178451741, compound

Product 1

HCID 54510766HCID 54510766, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In an analogous manner to that described in Example 38, by condensing tert-butyl (3RS,4RS)-4-{4-[2-(N-hydroxycarbamimidoyl)-ethyl]-phenyl}-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate with benzoic acid in the presence of EDC and subsequent cyclization there was obtained tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-[4-[2-(5-phenyl-[1,2,4]oxadiazol-3-yl)-ethyl]-phenyl]-piperidine-1-carboxylate; MS: 590 (M+H)+.

Sources & evidence

ORD record
ord-277c4edf9911431faf68e5f7893e2fa8
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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