5-Chloro-o-anisic acid → HCID 178490671, compound

HRID 78527Notes

Reaction equation

HRID 78527 reaction equation
[C:1]([C:5]1[N:6]([CH2:11][C@H:12]2[CH2:16][CH2:15][CH2:14][O:13]2)[C:7](=[NH:10])[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([O:27][CH3:28])=[C:22]([CH:26]=1)[C:23](O)=[O:24]>>[C:1]([C:5]1[N:6]([CH2:11][C@H:12]2[CH2:16][CH2:15][CH2:14][O:13]2)/[C:7](=[N:10]/[C:23](=[O:24])[C:22]2[CH:26]=[C:18]([Cl:17])[CH:19]=[CH:20][C:21]=2[O:27][CH3:28])/[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 769705-Chloro-o-anisic acidHCID 68553753HCID 68553753, compound

Product 1

HCID 178490671HCID 178490671, compound

Procedure

The product from Example 318A and 5-chloro-2-methoxy-benzoic acid were processed using the method described in Example 300 to afford the title compound. 1H NMR (300 MHz, CDCl3) −2.23 (m, 1H), 3.67-3.76 (m, 1H), 3.83-3.89 (m, 1H), 3.90 (s, 3H), 4.40 (dd, J=15.0, 7.5 Hz, 1H), 4.57-4.68 (m, 2H), 6.35 (s, 1H), 6.91 (d, J=8.7 Hz, 1H), 7.33 (dd, J=8.7, 2.8 Hz, 1H), 8.04 (d, J=2.8 Hz, 1H). MS (ESI+) m/z 409 (M+H)+.

Sources & evidence

ORD record
ord-f4241a9841ce4e928fc9fa25546b2566
Source dataset
uspto-grants-2014_09
Patent number
US08841334B2

Reaction notes

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