Binol → HCID 11554976, compound

HRID 2118264Notes

Reaction equation

HRID 2118264 reaction equation
C(N([P:6](N(CC)CC)[C:7]1[N:12]=[C:11]([NH:13][C:14](=[O:19])[C:15]([CH3:18])([CH3:17])[CH3:16])[CH:10]=[CH:9][CH:8]=1)CC)C.[CH:25]1[CH:30]=[C:29]2[CH:31]=[CH:32][C:33]([OH:46])=[C:34]([C:35]3[C:44]4[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=4)[CH:38]=[CH:37][C:36]=3[OH:45])[C:28]2=[CH:27][CH:26]=1>C1(C)C=CC=CC=1>[CH:38]1[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][C:44]=2[C:35]2[C:34]3[C:33]([O:46][P:6]([C:7]4[N:12]=[C:11]([NH:13][C:14](=[O:19])[C:15]([CH3:16])([CH3:17])[CH3:18])[CH:10]=[CH:9][CH:8]=4)[O:45][C:36]=2[CH:37]=1)=[CH:32][CH:31]=[C:29]1[C:28]=3[CH:27]=[CH:26][CH:25]=[CH:30]1

Participants

4

Reactant 2

HCID 11762BinolHCID 46835157HCID 46835157, compound

Product 1

HCID 11554976HCID 11554976, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-(6-(bis(diethylamino)phosphino)pyridin-2-yl)pivalamide (0.292 g, 0.60 mmol, 1 eq) was dissolved in toluene (12 ml). (S)-BINOL (0.172 g, 0.60 mmol, 1 eq) was subsequently added and the reaction mixture was refluxed for 3 hours. The solvent was removed under reduced pressure. The title compound could be obtained in the form of a white solid (0.276 g, 0.56 mmol, 93%).

Workup

  1. temperaturethe reaction mixture was refluxed for 3 hours
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ddbb9bfbf23d47f2a31edf2f78c080c0
Source dataset
uspto-grants-2008_10
Patent number
US07442842B2

Reaction notes

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