2-Ethoxybenzoic acid → HCID 178466188, compound

HRID 717219Notes

Reaction equation

HRID 717219 reaction equation
[CH:1]1([C:4]2[S:8][C:7](=[NH:9])[N:6]([CH2:10][CH:11]3[CH2:15][CH2:14][CH2:13][O:12]3)[N:5]=2)[CH2:3][CH2:2]1.[CH2:16]([O:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](O)=[O:22])[CH3:17]>>[CH:1]1([C:4]2[S:8]/[C:7](=[N:9]\[C:21](=[O:22])[C:20]3[CH:24]=[CH:25][CH:26]=[CH:27][C:19]=3[O:18][CH2:16][CH3:17])/[N:6]([CH2:10][CH:11]3[CH2:15][CH2:14][CH2:13][O:12]3)[N:5]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 672522-Ethoxybenzoic acidHCID 666982515-cyclopropyl-3-(tetrahydrofuran-2-ylmethyl)-1,3,4-thiadiazol-2(3H)-imine

Product 1

HCID 178466188HCID 178466188, compound

Procedure

The product from Example 2A and 2-ethoxybenzoic acid (Aldrich) were processed using the method described in Example 2B to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.95-1.02 (m, 2H) 1.13-1.19 (m, 2H) 1.32 (t, J=7.02 Hz, 3H) 1.65-1.73 (m, 1H) 1.79-1.90 (m, 2H) 1.92-2.00 (m, 1H) 2.30-2.37 (m, 1H) 3.64 (dd, J=13.73, 7.63 Hz, 1H) 3.77 (dd, J=14.34, 7.32 Hz, 1H) 4.07 (q, J=7.02 Hz, 2H) 4.21 (dd, J=13.12, 4.58 Hz, 1H) 4.32-4.39 (m, 1H) 4.44 (dd, J=13.43, 7.63 Hz, 1H) 6.98 (td, J=7.63, 0.92 Hz, 1H) 7.08 (d, J=7.93 Hz, 1H) 7.40-7.45 (m, 1H) 7.77 (dd, J=7.63, 1.83 Hz, 1H); MS (ESI+) m/z 374 (M+H)+.

Sources & evidence

ORD record
ord-85daf3c1c56b4be7a8ec30adf0460022
Source dataset
uspto-grants-2015_11
Patent number
US09193713B2

Reaction notes

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