3-Methoxy-2-naphthoic acid → HCID 86597152, compound

HRID 2373831Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:4]([C:13]([OH:15])=O)=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.[Cl:16][C:17]1[CH:18]=[C:19]([C:24]2[CH:29]=[CH:28][C:27]([CH2:30][C@@H:31]([NH2:38])[C:32]3[O:36][N:35]=[C:34]([CH3:37])[N:33]=3)=[CH:26][CH:25]=2)[CH:20]=[CH:21][C:22]=1[F:23]>>[Cl:16][C:17]1[CH:18]=[C:19]([C:24]2[CH:29]=[CH:28][C:27]([CH2:30][C@@H:31]([NH:38][C:13]([C:4]3[C:3]([O:2][CH3:1])=[CH:12][C:11]4[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=4)[CH:5]=3)=[O:15])[C:32]3[O:36][N:35]=[C:34]([CH3:37])[N:33]=3)=[CH:26][CH:25]=2)[CH:20]=[CH:21][C:22]=1[F:23]

Participants

Reactant 2

HCID 701613-Methoxy-2-naphthoic acid

HCID 68869955HCID 68869955, compound

Product 1

HCID 86597152HCID 86597152, compoundYield 33.2%

Procedure

3-Methoxy-2-naphthoic acid 86 mg (0.43 mmol) and the 2-(3′-Chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylamine 100 mg (0.35 mmol) were coupled using the general procedure A. to afford the 3-Methoxy-naphthalene-2-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethyl]-amide 60 mg.

Sources & evidence

ORD record: ord-8efd0061c8b34f18961c5c90b3cbb13e
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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