HCID 86585886, compound → HCID 86585885, compound

HRID 2120410Notes

Reaction equation

HRID 2120410 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][CH2:20][CH2:21][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][CH2:20][CH2:21][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 86585886HCID 86585886, compound

Product 1

HCID 86585885HCID 86585885, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of quinoxaline-2-carboxylic acid [1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-(4,5-dihydro-oxazol-2-yl)-7-fluoro-7-methyl-octyl]-amide (41 mg, 0.068 mmol) in tetrahydrofuran (0.70 mL) was added tris(dimethylamino)sulfur (trimethylsilyl)difluoride (56 mg, 0.203 mmol). The reaction was stirred for 1 hour then quenched with methanol and concentrated. Chromatography on silica gel gave the title compound (27.8 mg, 84%).

Workup

  1. customthen quenched with methanol
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1eebe3e27b3040458fce7c3e37d2c2b7
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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