Sodium Hydroxide → HCID 67954023, compound

HRID 1916872Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH3:37])=[C:9]([N:11]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([O:32][C:33]([F:36])([F:35])[F:34])=[CH:28][CH:27]=3)[S:12]([C:15]3[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=3)(=[O:14])=[O:13])[N:10]=2)[CH:7]=1.[OH-].[Na+:39]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH3:37])=[C:9]([N:11]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([O:32][C:33]([F:34])([F:35])[F:36])=[CH:28][CH:27]=3)[S:12]([C:15]3[CH:16]=[CH:17][C:18]([C:19]([O-:21])=[O:20])=[CH:23][CH:24]=3)(=[O:14])=[O:13])[N:10]=2)[CH:7]=1.[Na+:39]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of Compound 110 (0.067 g, 0.12 mmol) in methanol (1.2 mL) was added 3N NaOH (42.33 μL, 0.13 mmol) and the reaction mixture was heated at 60° C. for 13 h. The reaction mixture was cooled to room temperature, the solvent evaporated under reduced pressure to give Compound 113 as a white solid (0.068 g, 99%); 1H NMR (MeOD): δ 8.21-8.31 (m, 1H), 8.05-8.14 (m, J=8.31 Hz, 2H), 7.68-7.78 (m, J=8.31 Hz, 2H), 7.36-7.40 (m, J=9.54 Hz, 1H), 7.34 (d, J=8.56 Hz, 2H), 7.28 (dd, J=1.71, 9.54 Hz, 1H), 7.12 (d, J=8.07 Hz, 2H), 4.81 (s, 2H), 2.23 (s, 3H); MS m/z (M+H+) 540.

Workup

temperatureThe reaction mixture was cooled to room temperature
customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record: ord-3f0838ceaf314c1098c9a2860f19acd5
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618150B2

Reaction notes

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