1,1'-Carbonyldiimidazole → HCID 178484347, compound

HRID 1008668Notes

Reaction equation

HRID 1008668 reaction equation
[CH:1]1[N:5]=[CH:4][NH:3][C:2]=1/[CH:6]=[CH:7]/[C:8]([OH:10])=O.C1N=CN([C:16]([N:18]2[CH:22]=[N:21][CH:20]=[CH:19]2)=O)C=1.CCN(CCC[CH:31]([NH:33][C:34]1[CH:35]=[C:36](/C=C/C2C=CC=CC=2Cl)[N:37]=[C:38]2[CH:43]=[C:42]([Cl:44])[CH:41]=[CH:40][C:39]=12)C)CC>C1COCC1>[Cl:44][C:42]1[CH:43]=[C:38]2[C:39]([C:34]([NH:33][CH2:31][CH2:22][N:18]([CH3:16])[CH2:19][CH2:20][NH:21][C:8](=[O:10])[CH:7]=[CH:6][C:2]3[N:3]=[CH:4][NH:5][CH:1]=3)=[CH:35][CH:36]=[N:37]2)=[CH:40][CH:41]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 736715trans-Urocanic acidHCID 5708341Aminoquinol

Product 1

HCID 178484347HCID 178484347, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Urocanic acid (138 mg, 1 mmol) was dissolved in dist THF, and a condensing agent CDI (200 mg, 1.3 mmol) was added to this solution. The solution was stirred. After two hours, 2Q (278 mg, 1 mmol) dissolved in dist THF was added and continued to be stirred. After reaction overnight, the reaction solution was filtered through a Kiriyama funnel. The filtrate was concentrated under a reduced pressure to give a yellow oil and this oil was purified by HPLC. Yield: 31%.

Workup

  1. additionwas added
  2. stirringto be stirred
  3. customAfter reaction overnight
  4. filtrationthe reaction solution was filtered through a Kiriyama funnel
  5. concentrationThe filtrate was concentrated under a reduced pressure
  6. customto give a yellow oil
  7. customthis oil was purified by HPLC

Sources & evidence

ORD record
ord-a4582a85650647c48e22ec870b9be0b2
Source dataset
uspto-grants-2011_07
Patent number
US07973027B2

Reaction notes

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