HCID 86585888, compound → HCID 86585889, compound

HRID 2120411Notes

Reaction equation

HRID 2120411 reaction equation
[CH2:1]([CH:8]([NH:31][C:32]([C:34]1[CH:43]=[N:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1)=[O:33])[CH:9]([O:23][Si](C(C)(C)C)(C)C)[CH2:10][CH:11]([C:18]1[O:19][CH:20]=[CH:21][N:22]=1)[CH2:12][CH2:13][C:14]([F:17])([CH3:16])[CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCCC1>[CH2:1]([CH:8]([NH:31][C:32]([C:34]1[CH:43]=[N:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1)=[O:33])[CH:9]([OH:23])[CH2:10][CH:11]([C:18]1[O:19][CH:20]=[CH:21][N:22]=1)[CH2:12][CH2:13][C:14]([F:17])([CH3:16])[CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 86585888HCID 86585888, compound

Product 1

HCID 86585889HCID 86585889, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of quinoxaline-2-carboxylic acid [1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-7-fluoro-7-methyl-4-oxazol-2-yl-octyl]-amide (133 mg, 0.220 mmol) in tetrahydrofuran (2 mL) was added tris(dimethylamino)sulfur (trimethylsilyl)difluoride (180 mg, 0.660 mmol). The reaction was stirred for 1 hour then quenched with methanol and concentrated. Chromatography on silica gel gave the title compound (73 mg, 68%).

Workup

  1. customthen quenched with methanol
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-80b05752c6444287a5993ebdb4dc881e
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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