Nitrogen → HCID 58477162, compound

HRID 1043751Notes

Reaction equation

HRID 1043751 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[N:9][C:10]([NH:13][NH:14][C:15](=O)[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:11][CH:12]=2)[CH:4]=[N:3]1.N#N.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N([Si](C)(C)C)=[N+]=[N-].CC(OC(/N=N/C(OC(C)C)=O)=O)C>O1CCCC1>[CH2:16]([C:15]1[N:11]2[CH:12]=[C:7]([C:5]3[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=3)[CH:8]=[N:9][C:10]2=[N:13][N:14]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

7

Reactant 5

HCID 947NitrogenHCID 11776TriphenylphosphineHCID 78378AzidotrimethylsilaneHCID 5363146Diisopropyl azodicarboxylateHCID 58477160HCID 58477160, compound

Product 1

HCID 58477162HCID 58477162, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

124.00 mg of N′-[5-(1-methyl-1H-pyrazol-4-yl)-2-pyrimidyl]phenylacetohydrazide are suspended in 2.5 ml of tetrahydrofuran in an N2-flushed reaction vial provided with a magnetic stirrer, 127.86 mg of triphenylphosphine and 66.81 μl of azidotrimethylsilane are added, and 120.84 μl of diisopropylazo dicarboxylate are added. The mixture is stirred at RT for a further 2 h. The reaction mixture is adsorbed onto silica gel and chromatographed. The chromatography residue is crystallised using methanol, filtered off with suction and dried.

Workup

  1. customflushed
  2. customreaction
  3. customvial provided with a magnetic stirrer
  4. customchromatographed
  5. customThe chromatography residue is crystallised
  6. filtrationfiltered off with suction
  7. customdried

Sources & evidence

ORD record
ord-8212c9cca3ca4b3eb63f6bfcc5908bea
Source dataset
uspto-grants-2013_10
Patent number
US08563561B2

Reaction notes

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