1,1'-Carbonyldiimidazole → HCID 136019358, compound

HRID 2359639Notes

Reaction equation

HRID 2359639 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:16]([O:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=2)=[N:17][C:18]([C:21](=[NH:24])[NH:22][OH:23])=[N:19][CH:20]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:34](N1C=CN=C1)(N1C=CN=C1)=[O:35].N12CCCN=C1CCCCC2>CC#N>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:16]([O:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=2)=[N:17][C:18]([C:21]2[NH:24][C:34](=[O:35])[O:23][N:22]=2)=[N:19][CH:20]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178492510HCID 178492510, compound

Product 1

HCID 136019358HCID 136019358, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of Compound 6b (0.038 g; 0.0828 mmol) and 1,1′-carbonyldiimidazole (0.015 g; 0.091 mmol) in CH3CN (1 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (0.05 mL, 0.33 mmol) and the resulting mixture was stirred at rt for 20 h. The reaction mixture was washed with water, dried over Na2SO4, filtered, and the solvent evaporated in vacuo to yield Compound 6c. MS: m/z 485.3 (M+H)+.

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-6b2a170ed2884a2e8dde4667e6ab4517
Source dataset
uspto-grants-2014_04
Patent number
US08685990B2

Reaction notes

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