Triphenylphosphine → HCID 66718925, compound

HRID 388228Notes

Reaction equation

HRID 388228 reaction equation
[N:1]1[C:2]([CH2:10][CH2:11][OH:12])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[N:6][C:5]=12.O[C:14]1[CH:36]=[CH:35][C:17]2[CH2:18][CH:19]([CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:20](=[O:28])[N:21]([CH2:23][C:24]([F:27])([F:26])[F:25])[CH2:22][C:16]=2[CH:15]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[N:1]1[C:2]([CH2:10][CH2:11][O:12][C:14]2[CH:36]=[CH:35][C:17]3[CH2:18][CH:19]([CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:20](=[O:28])[N:21]([CH2:23][C:24]([F:26])([F:27])[F:25])[CH2:22][C:16]=3[CH:15]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[N:6][C:5]=12

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 21265914HCID 21265914, compoundHCID 66718917HCID 66718917, compound

Product 1

HCID 66718925HCID 66718925, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 55 mL of a tetrahydrofuran solution containing 0.39 g (2.40 mmol) of 2-(imidazo[1,2-a]pyrimidin-2-yl)ethanol obtained in Example 1-(b) were added 0.69 g (2.00 mmol) of ethyl 8-hydroxy-3-oxo-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetate (see WO 98/14192 A) and 0.74 g (2.80 mmol) of triphenyl-phosphine, and the mixture was stirred under ice-cooling. Then, 2.6 mL of a tetra-hydrofuran solution containing 0.53 g (2.60 mmol) of diisopropyl azodicarboxylate was added dropwise to the mixture over 3 minutes, the mixture was gradually elevated to room temperature, and stirred for 14 hours.

Workup

  1. temperaturecooling
  2. additionwas added dropwise to the mixture over 3 minutes
  3. customwas gradually elevated to room temperature
  4. stirringstirred for 14 hours

Sources & evidence

ORD record
ord-73bf32cb7b984bc3969e8e83d350b1d1
Source dataset
uspto-grants-2013_02
Patent number
US08377922B2

Reaction notes

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