Triphenylphosphine → HCID 69235066, compound

HRID 1621124Notes

Reaction equation

HRID 1621124 reaction equation
[N:1]([CH2:4][CH2:5][C:6]1[N:7]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[S:9][C:10]=1[CH3:11])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O>[CH3:11][C:10]1[S:9][C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:7][C:6]=1[CH2:5][CH2:4][NH2:1]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 59667596HCID 59667596, compound

Product 1

HCID 69235066HCID 69235066, compound

Reagents, catalysts & solvents 1

HCID 962WaterCatalyst

Procedure

4-(2-Azidoethyl)-5-methyl-2-phenylthiazole (104 mg, 426 μmol) was combined with triphenylphosphine (123 mg, 468 μmol) and water (1 drop, 4 μL, 222 μmol) at RT. The reaction mixture was stirred at RT overnight and the solvent was removed in vacuo to give a light brown residue. The product was obtained after purification by flash chromatography (using silica gel and a 1M ammonia in methanol/dichloromethane gradient) as colorless semisolid (72.3 mg, 331 μmol, 77.8%).

Workup

  1. customthe solvent was removed in vacuo
  2. customto give a light brown residue
  3. customThe product was obtained
  4. customafter purification by flash chromatography (

Sources & evidence

ORD record
ord-3d1a12879a9b4b1f9be3ad3323dca07c
Source dataset
uspto-grants-2014_07
Patent number
US08772510B2

Reaction notes

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