Water → HCID 178520205, compound

HRID 842817Notes

Reaction equation

HRID 842817 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:27]=[CH:28][CH:29]=1)[C:16]([CH2:18][C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1)=[O:17].[N-:30]=[N+:31]=[N-:32].[Na+].Cl.[NH+]1C=CC=CC=1.O>CN(C=O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:27]=[CH:28][CH:29]=1)[C:16]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]2[NH:32][N:31]=[N:30][N:24]=2)=[CH:25][CH:26]=1)=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 33557Sodium AzideHCID 14774171HCID 14774171, compoundHCID 21584435Pyridinium hydrochloride

Product 1

HCID 178520205HCID 178520205, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A heterogenous mixture of 4-(3-(2-quinolinylmethyloxy)benzoylmethyl)benzonitrile (1.35 mmol). NaN3 (6.77 mmol), pyridinium hydrochloride (6.77 mmol) in DMF (3 ml) is heated at 100° C. for 3 hours under nitrogen. The reaction mixture is poured into water and the product is collected on a filter. Recrystallization from EtOAc-DMF gives 5-(4-(3-(2-quinolinylmethyloxy)benzoylmethyl)phenyl)tetrazole.

Workup

  1. customthe product is collected on a filter
  2. customRecrystallization from EtOAc-DMF

Sources & evidence

ORD record
ord-c48562227b8e4332907f3458e2726781
Source dataset
uspto-grants-2002_04
Patent number
US06376512B1

Reaction notes

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