5-Fluoro-2-methoxybenzoic acid → HCID 178495827, compound

HRID 1037843Notes

Reaction equation

HRID 1037843 reaction equation
Br.[F:2][C:3]1[CH:16]=[CH:15][C:6]2[N:7]([CH2:11][CH2:12][O:13][CH3:14])[C:8](=[NH:10])[S:9][C:5]=2[CH:4]=1.[F:17][C:18]1[CH:19]=[CH:20][C:21]([O:27][CH3:28])=[C:22]([CH:26]=1)[C:23](O)=[O:24]>>[F:17][C:18]1[CH:19]=[CH:20][C:21]([O:27][CH3:28])=[C:22]([CH:26]=1)[C:23](/[N:10]=[C:8]1\[S:9][C:5]2[CH:4]=[C:3]([F:2])[CH:16]=[CH:15][C:6]=2[N:7]\1[CH2:11][CH2:12][O:13][CH3:14])=[O:24]

Participants

3

Reactant 2

HCID 27373645-Fluoro-2-methoxybenzoic acidHCID 686235486-Fluoro-3-(2-methoxyethyl)-3H-benzothiazol-2-ylideneamine hydrobromide

Product 1

HCID 178495827HCID 178495827, compound

Procedure

The product from Example 113A and 5-fluoro-2-methoxy-benzoic acid were processed using the methods described in Example 13 to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.23 (s, 3H), 3.72-3.87 (m, 5H), 4.65 (t, J=5.4 Hz, 2H), 7.15 (dd, J=9.3, 4.2 Hz, 1H), 7.37 (dd, 2H), 7.64 (dd, J=9.2, 3.4 Hz, 1H), 7.77 (dd, J=9.2, 4.4 Hz, 1H), 7.88 (dd, J=8.1, 2.7 Hz, 1H); MS (ESI+) m/z 379 (M+H)+; Anal. Calculated for C18H16F2N2O3S: C, 57.13; H, 4.26; N, 7.40. Found: C, 57.05; H, 4.08; N, 7.35.

Sources & evidence

ORD record
ord-5e94db7c34a545e7ba51e501dc922423
Source dataset
uspto-grants-2013_10
Patent number
US08546583B2

Reaction notes

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