4-Aminophenol → HCID 22641108, compound

HRID 2415240Notes

Reaction equation

HRID 2415240 reaction equation
[CH3:1][C:2]1[C:3]([Se:16][C:17]#[C:18][C:19]2[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][N:20]=2)=[CH:4][C:5]2[C:6]([CH3:15])([CH3:14])[CH2:7][CH2:8][C:9]([CH3:13])([CH3:12])[C:10]=2[CH:11]=1.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1.[NH2:53][C:54]1[CH:59]=[CH:58][C:57]([OH:60])=[CH:56][CH:55]=1>C1COCC1>[OH:60][C:57]1[CH:58]=[CH:59][C:54]([NH:53][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][C:19]([C:18]#[C:17][Se:16][C:3]3[C:2]([CH3:1])=[CH:11][C:10]4[C:9]([CH3:13])([CH3:12])[CH2:8][CH2:7][C:6]([CH3:15])([CH3:14])[C:5]=4[CH:4]=3)=[N:20][CH:21]=2)=[CH:55][CH:56]=1

Participants

6

Reactant 4

HCID 4034-AminophenolHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 18433354HCID 18433354, compound

Product 1

HCID 22641108HCID 22641108, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to that of Example 10, by reaction of 300 mg (0.72 mmol) of the 6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-napthylselanylethynyl)nicotinic acid with 194 mg (1.45 mmol) of 1-hydroxybenzotriazole, 300 mg (1.45 mmol) of 1,3-dicyclohexylcarbodiimide and 95 mg (0.87 mmol) of 4-aminophenol in 20 ml of THF, and after purification on a column of silica (ethyl acetate 20/heptane 80), 20 mg (6%) of a yellow solid are obtained. m.p.=172° C.

Workup

  1. customafter purification on a column of silica (ethyl acetate 20/heptane 80), 20 mg (6%) of a yellow solid
  2. customare obtained

Sources & evidence

ORD record
ord-f13985e471974445b3521bd54a2aede0
Source dataset
uspto-grants-2004_11
Patent number
US06818666B2

Reaction notes

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