Triethylamine → HCID 53933994, compound

HRID 1588924Notes

Reaction equation

HRID 1588924 reaction equation
[C:1]([NH:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.C1(N(C2CCCCC2)[C:25](=[O:34])[C:26]2[CH:31]=[CH:30][C:29]([Br:32])=[C:28](C)[CH:27]=2)CCCC1>C1COCC1>[C:1]([N:5]([CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[C:25](=[O:34])[C:26]1[CH:31]=[CH:30][C:29]([Br:32])=[CH:28][CH:27]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 103920N-tert-ButylcyclohexylamineHCID 19754882HCID 19754882, compound

Product 1

HCID 53933994HCID 53933994, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a cold (0° C. to 5° C.) stirred solution of N-tertbutyl-N-cyclohexyl amine (3.73 g, 24 mmol) and triethylamine (2.5 g, 24 mmol) in dry THF (50 mL) is added dropwise a solution of acid chloride (5.0 g, 23 mmol) in THF (20 mL). The reaction is stirred at room temperature overnight and worked up in the same manner as for 4-bromo-3-methylbenzoic acid N-cyclopentyl-N-cyclohexyl amide. The crude product is purified by either recrystallization or by chromatography on silica gel using mixtures of ethyl acetate and hexane as eluents.

Workup

  1. customThe crude product is purified by either recrystallization or by chromatography on silica gel using mixtures of ethyl acetate and hexane as eluents

Sources & evidence

ORD record
ord-215abfd26b2f4e69871890c1324462e1
Source dataset
uspto-grants-1993_06
Patent number
US05223539

Reaction notes

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