Sodium Hydroxide → HCID 67953943, compound

HRID 1916856Notes

Reaction equation

HRID 1916856 reaction equation
[F: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>[F: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

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67954030HCID 67954030, compound

Product 1

HCID 67953943HCID 67953943, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of Compound 118 (0.200 g, 0.372 mmol) in MeOH (10 mL) was treated with 1N NaOH (0.383 mL, 0.383 mmol) and heated at reflux for 1 day. The solvent was evaporated in vacuo to give the Compound 120, as a colorless solid (0.184 g, 91%). 1H-NMR (DMSO-d6): δ 8.46-8.51 (m, 1H), 7.98 (d, J=8.3 Hz, 2H), 7.63 (d, J=8.3 Hz, 2H), 7.56 (dd, J=9.9, 5.3 Hz, 1H), 7.21-7.41 (m, 5H), 4.75 (s, 2H), 2.25 (s, 3H); MS: m/z 524 (MH+ of carboxylic acid).

Workup

  1. temperatureheated
  2. temperatureat reflux for 1 day
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-96b580874a0e427cb441dbbc2b965f4a
Source dataset
uspto-grants-2013_12
Patent number
US08618150B2

Reaction notes

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