Reaction equation
C[O:2][C:3]([C:5]1([NH:10][C:11]([C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[O:23][CH2:24][CH:25]2[O:30][C:29]3[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=3[O:27][CH2:26]2)=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].Cl>C1COCC1.[OH-].[Na+].CO>[O:30]1[C:29]2[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=2[O:27][CH2:26][CH:25]1[CH2:24][O:23][C:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[C:11]([NH:10][C:5]1([C:3]([OH:4])=[O:2])[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:12]Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Procedure
96 mg 1-{[1-(2,3-dihydro-benzo[1,4]dioxin-2-ylmethoxy)-naphthalene-2-carbonyl]-amino}-cyclopentanecarboxylic acid methyl ester in 0.5 ml THF, 0.62 ml of 2 M sodium hydroxide and 1.4 ml methanol were reacted in a microwave at 120° C. for 6 min. The reaction was then acidified with 2 M hydrochloric acid and extracted with ethyl acetate twice. The combined organic layers were dried over magnesium sulphate, and concentrated to yield 47 mg of 1-{[1-(2,3-dihydro-benzo[1,4]dioxin-2-ylmethoxy)-naphthalene-2-carbonyl]-amino}-cyclopentanecarboxylic acid.
Workup
- extractionextracted with ethyl acetate twice
- dry with materialThe combined organic layers were dried over magnesium sulphate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-f1e08cae4e424450a253f7f8cf311f1a
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07919628B2
Linked notes
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