Ethyl Acetate → HCID 86760394, compound

HRID 348482Notes

Reaction equation

HRID 348482 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:12]=[N:13][C:14]([O:17][CH2:18][C:19]([OH:21])=O)=[N:15][CH:16]=2)=[O:10])=[CH:4][CH:3]=1.[NH2:22][C:23]1[CH:24]=[C:25]([S:29]([NH:32][CH2:33][CH2:34][CH2:35][CH3:36])(=[O:31])=[O:30])[CH:26]=[CH:27][CH:28]=1.C(OCC)(=O)C>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[N:15][C:14]([O:17][CH2:18][C:19](=[O:21])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([S:29](=[O:31])(=[O:30])[NH:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH:24]=3)=[N:13][CH:12]=2)=[O:10])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 51379733-Amino-N-butylbenzenesulfonamideHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 86760394HCID 86760394, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using 3-amino-N-butyl-benzenesulfonamide (53 mg, 0.21 mmol) as the coupling partner. Chromatography (1:1 ethyl acetate:dichloromethane) through SiO2 yielded 23 mg (27%) of the titled compound. ESI-MS m/z 502 (MH+), 500 (M−H−).

Sources & evidence

ORD record
ord-c61610a7835242e8bdb1272920cfc583
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

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