Triphenylphosphine → HCID 66748421, compound

HRID 1747937Notes

Reaction equation

HRID 1747937 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[NH2:20][C:21]1[C:26]([C:27]2[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=2)=[CH:25][CH:24]=[CH:23][N:22]=1.[F:34][C:35]1[CH:36]=[C:37]([CH2:41]O)[CH:38]=[CH:39][CH:40]=1>C1COCC1>[F:34][C:35]1[CH:36]=[C:37]([CH:38]=[CH:39][CH:40]=1)[CH2:41][O:33][C:30]1[CH:31]=[CH:32][C:27]([C:26]2[C:21]([NH2:20])=[N:22][CH:23]=[CH:24][CH:25]=2)=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 680083-Fluorobenzylic alcoholHCID 667484774-(2-Aminopyridin-3-yl)phenol

Product 1

HCID 66748421HCID 66748421, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Diisopropylazadicarboxylate (1.19 mL) was added dropwise to a solution of triphenylphosphine (1585 mg), 4-(2-aminopyridin-3-yl)phenol (750 mg) and (3-fluorophenyl)methanol (0.434 mL) in THF (dry) (15 mL) at room temperature and the mixture was stirred overnight and concentrated in vacuo. The residue was purified by column chromatography (1st; NH-silica gel, eluted with EtOAc in hexane, 2nd; silica gel, eluted with EtOAc in hexane) to give the title compound (210 mg) as a white powder.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by column chromatography (1st; NH-silica gel, eluted with EtOAc in hexane, 2nd; silica gel, eluted with EtOAc in hexane)

Sources & evidence

ORD record
ord-8fd7f7745f3540edb4624bf5ebd80c6b
Source dataset
uspto-grants-2015_10
Patent number
US09150591B2

Reaction notes

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