2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → HCID 66677702, compound

HRID 2410598Notes

Reaction equation

HRID 2410598 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[C:8]([C:10]([OH:12])=O)[CH:7]=[CH:6][C:5]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19].[NH2:20][C:21](=[N:40][OH:41])[C:22]1[CH:23]=[C:24]([CH:36]=[C:37]([Cl:39])[CH:38]=1)[CH2:25][N:26]([CH3:35])[CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29]>>[Cl:39][C:37]1[CH:36]=[C:24]([CH:23]=[C:22]([C:21]2[N:20]=[C:10]([C:8]3[CH:7]=[CH:6][C:5]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[CH3:19])=[C:4]([CH2:3][O:2][CH3:1])[CH:9]=3)[O:12][N:40]=2)[CH:38]=1)[CH2:25][N:26]([CH3:35])[CH2:27][C:28]([O:30][C:31]([CH3:33])([CH3:34])[CH3:32])=[O:29].[ClH:39].[Cl:39][C:37]1[CH:36]=[C:24]([CH:23]=[C:22]([C:21]2[N:20]=[C:10]([C:8]3[CH:7]=[CH:6][C:5]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[CH3:19])=[C:4]([CH2:3][O:2][CH3:1])[CH:9]=3)[O:41][N:40]=2)[CH:38]=1)[CH2:25][N:26]([CH3:35])[CH2:27][C:28]([OH:30])=[O:29]

Participants

4

Reactant 2

HCID 594958222-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acidHCID 76685365HCID 76685365, compound

Product 2

HCID 66677702HCID 66677702, compoundHCID 131731803HCID 131731803, compound

Procedure

Tert-butyl N-(3-chloro-5-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinate was prepared following the general procedure 3 starting from Intermediate 3 and Intermediate 43. It was hydrolyzed following general procedure 8 to afford the title compound as a white powder. 1H NMR (DMSO-d6, 400 MHz) δ 8.34 (m, 1H), 8.30 (m, 1H), 8.17 (m, 2H), 8.07 (m, 1H), 7.91 (m, 1H), 7.44 (d, J=7.8 Hz, 1H), 4.46 (m, 1H), 4.20 (m, 2H), 4.09 (m, 2H), 3.25 (s, 3H), 2.80 (s, 3H), 2.03 (s, 3H). LC/MS (Method B): 492.0 (M+H)+, 490.1 (M−H)−. HPLC (Method A) Rt 4.31 min (Purity: 99%).

Sources & evidence

ORD record
ord-9937c641d66946eaacf53d07106a4b7d
Source dataset
uspto-grants-2014_08
Patent number
US08815919B2

Reaction notes

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