Methanol → HCID 18400197, compound

HRID 1979000Notes

Reaction equation

C[O:2][C:3]([C:5]1[S:6][C:7]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([NH2:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)[CH:9]=1)=[O:4].CO.[OH-].[Na+]>C1COCC1.[OH-].[Na+]>[NH2:19][S:16]([C:13]1[CH:12]=[CH:11][C:10]([C:8]2[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[S:6][C:7]=2[C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)=[CH:15][CH:14]=1)(=[O:17])=[O:18]

Participants

Conditions

Temperature: 45 °C

Procedure

To a solution of 4-(4-(aminosulfonyl)phenyl)-5-(4-fluoro-phenyl)thiophene-2-carboxylic acid methyl ester (Example 1, Step 5) (0.210 g) in THF (2.0 mL) were added MeOH (1.0 mL), NaOH 1N (1.0 mL) and a few drops of NaOH 10N. The resulting mixture was heated at 45° C. for 2 h and the reaction was then partitioned between EtOAc and HCl (3N) to provide the title product as a white solid (0.200 g).

Workup

customthe reaction was then partitioned between EtOAc and HCl (3N)

Sources & evidence

ORD record: ord-c45acca9fd7f43d4b2ef3b40c5897490
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06239173B1

Reaction notes

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