HCID 68648233, compound → HCID 59520138, compound

HRID 1162546Notes

Reaction equation

HRID 1162546 reaction equation
C([O:5][C:6](=[O:36])[CH2:7][N:8]([S:23]([C:26]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:27]=1[O:34][CH3:35])(=[O:25])=[O:24])[C:9]1[S:10][CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=2)[N:13]=1)(C)(C)C>C(Cl)Cl.Cl.O1CCOCC1>[CH3:35][O:34][C:27]1[CH:28]=[CH:29][C:30]([O:32][CH3:33])=[CH:31][C:26]=1[S:23]([N:8]([CH2:7][C:6]([OH:36])=[O:5])[C:9]1[S:10][CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=2)[N:13]=1)(=[O:24])=[O:25]

Participants

5

Reactant 1

HCID 68648233HCID 68648233, compound

Product 1

HCID 59520138HCID 59520138, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

{(2,5-Dimethoxy-benzenesulfonyl)-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-acetic acid was prepared following general procedure G1 using a solution of {(2,5-dimethoxy-benzenesulfonyl)-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-acetic acid tert-butyl ester (96.8 mg, 0.182 mmol) in DCM (3 mL) and 4 N HCl solution in dioxane (2.5 mL) followed by trituration in hexanes to give {(2,5-Dimethoxy-benzenesulfonyl)-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-acetic acid. 1H-NMR (400 MHz, CDCl3): 7.64 (d, 2H), 7.55 (d, 1H), 7.09-7.26 (m, 3H), 6.87 (d, 1H), 4.85 (s, 2H), 3.82 (s, 3H), 3.66 (s, 3H), 2.92 (sept, 1H), 1.25 (d, 6H); LCMS m/z: 477 (M+1)+.

Workup

  1. custom{(2,5-Dimethoxy-benzenesulfonyl)-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-acetic acid was prepared

Sources & evidence

ORD record
ord-c3de116050104bec8f4fc395d5f6c9fc
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

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