Triethylamine → HCID 19977003, compound

HRID 1450519Notes

Reaction equation

HRID 1450519 reaction equation
C(N(CC)CC)C.[CH:8]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[N:21]=[N:20][C:19]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)=[N:18]2)=[CH:13][CH:12]=1)([CH3:10])[CH3:9].[C:29](Cl)(=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31]>CN(C)C1C=CN=CC=1.ClCCl>[C:29]([O:28][C:25]1[CH:24]=[CH:23][C:22]([C:19]2[N:20]=[N:21][N:17]([C:14]3[CH:13]=[CH:12][C:11]([CH:8]([CH3:10])[CH3:9])=[CH:16][CH:15]=3)[N:18]=2)=[CH:27][CH:26]=1)(=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 135812616HCID 135812616, compound

Product 1

HCID 19977003HCID 19977003, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Triethylamine (0.167 g) and 4-dimethylaminopyridine (0.02 g) were added to a solution of 4-[2-(4-isopropylphenyl)tetrazol-5-yl]phenol (0.42 g), obtained in the reference example 2, in dichloromethane (5 ml), and pivaloyl chloride (0.199 g) was added to the solution under ice cooling. Stirring was continued for 1 h at the same temperature. The mixture was washed with water, dried and evaporated to dryness. The residue was recrystallized from ethyl acetate-hexane to give 0.3 g (55%) of the title compound.

Workup

  1. washThe mixture was washed with water
  2. customdried
  3. customevaporated to dryness
  4. customThe residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-ad372c75c0a443e38ade7587b98cd595
Source dataset
uspto-grants-1997_02
Patent number
US05602161

Reaction notes

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