Triphenylphosphine → HCID 46832481, compound

HRID 1626192Notes

Reaction equation

HRID 1626192 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.[CH3:34][N:35]1[C:39]([C:40]2[CH:45]=[C:44]([N+:46]([O-:48])=[O:47])[CH:43]=[CH:42][C:41]=2[OH:49])=[CH:38][CH:37]=[N:36]1.[N:50]1([CH2:56][CH2:57]O)[CH2:55][CH2:54][O:53][CH2:52][CH2:51]1>C1COCC1>[CH3:34][N:35]1[C:39]([C:40]2[CH:45]=[C:44]([N+:46]([O-:48])=[O:47])[CH:43]=[CH:42][C:41]=2[O:49][CH2:57][CH2:56][N:50]2[CH2:55][CH2:54][O:53][CH2:52][CH2:51]2)=[CH:38][CH:37]=[N:36]1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 611632-MorpholinoethanolHCID 5363146Diisopropyl azodicarboxylateHCID 1356979352-(2-Methyl-2H-pyrazol-3-yl)-4-nitrophenol

Product 1

HCID 46832481HCID 46832481, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of triphenylphosphine (7.5 g, 1.8 eq), and diisopropylazodicarboxylate (5.66 mL, 1.8 eq) in 50 mL THF was stirred at 0° C. for 10 minutes, then 2-(2-methyl-2H-pyrazol-3-yl)-4-nitro-phenol (3.5 g, 15.9 mmole), and 2-morpholin-4-yl-ethanol (3.66 mL, 1.8 eq) was added into the mixture at 0° C. Reaction mixture was stirred at room temp for another 1 hour. The mixture was purified by HPLC to give title compound as a yellow gummy solid (9.436 g, 89%). Exact mass calculated for C16H20N4O5 332.2, found 333.3 (MH+).

Workup

  1. customReaction mixture
  2. stirringwas stirred at room temp for another 1 hour
  3. customThe mixture was purified by HPLC

Sources & evidence

ORD record
ord-15242e0717fc4a5da761fca8246ce045
Source dataset
uspto-grants-2014_07
Patent number
US08785441B2

Reaction notes

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