HCID 58599149, compound → HCID 11675563, compound

HRID 2378042Notes

Reaction equation

HRID 2378042 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([C:21](=[O:29])[C:22]([S:25]C(=O)C)([CH3:24])[CH3:23])=[CH:17][CH:16]=3)(=[O:13])=[O:12])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1>CO.[OH-].[Na+]>[SH:25][C:22]([CH3:24])([CH3:23])[C:21]([C:18]1[CH:17]=[CH:16][C:15]([NH:14][S:11]([C:9]2[CH:8]=[CH:7][C:6]3[O:1][CH2:2][CH2:3][O:4][C:5]=3[CH:10]=2)(=[O:13])=[O:12])=[CH:20][CH:19]=1)=[O:29]

Participants

4

Reactant 1

HCID 58599149HCID 58599149, compound

Product 1

HCID 11675563HCID 11675563, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

The compound of Example 14 (60 mg, 0.14 mmol) was dissolved in methanol (2 ml) before 5 M NaOH was added (150 μl). The resulting yellow solution was allowed to stir at room temperature for 30 minutes. The desired compound was isolated by prep-HPLC as a white solid. 1H-NMR (DMSO): 10.73 (s, 1H), 7.93 (d, 2H), 7.31 (m, 2H), 7.17 (d, 2H), 7.02 (d, 1H), 4.28 (q, 4H), 3.78 (s, 1H), 1.57 (s, 6H). LC-MS (ES+): 394 [MH]+ m/e.

Workup

  1. additionwas added (150 μl)

Sources & evidence

ORD record
ord-413b3c7af0394f56ac4f0083a7841aab
Source dataset
uspto-grants-2008_12
Patent number
US07470722B2

Reaction notes

Loading…