Trityl chloride → HCID 12098975, compound

HRID 489228Notes

Reaction equation

HRID 489228 reaction equation
[C:1]1([C:7](Cl)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]1[NH:32][N:31]=[N:30][N:29]=1>C(Cl)Cl>[C:22]1([CH3:21])[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]1[N:32]([C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:31]=[N:30][N:29]=1

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 178424213HCID 178424213, compound

Product 1

HCID 12098975HCID 12098975, compoundYield 31.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of triphenylmethyl chloride (348 mg, 1.25 mmol, 2 ml DCM) was added dropwise to a mixture of 5-(2-methylphenyl)-1H-tetrazole (200.5 mg, 1.25 mmol) and TEA (174 μl, 1.25 mmol) in 8 ml DCM. The reaction mixture was strirred overnight at RT, then washed with water (10 ml). The organic layer was dried over sodium sulfate and evaporated in vacuo. The residue was purified by preparative chromatography (Cyclohexane/EtOAc 95:5) to yield the above-titled compound (159 mg). 1H NMR (CDCl3): 8.1 (1H, d), 7.45-7.1 (18H, m), 2.5 (3H, s).

Workup

  1. washwashed with water (10 ml)
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customevaporated in vacuo
  4. customThe residue was purified by preparative chromatography (Cyclohexane/EtOAc 95:5)

Sources & evidence

ORD record
ord-6d72d8bbc5084702af364fb4e352dba3
Source dataset
uspto-grants-2005_12
Patent number
US06977267B2

Reaction notes

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