p-(Trifluoromethoxy)phenyl isocyanate → 4-[({[4-(Trifluoromethoxy)phenyl]amino}carbonyl)amino]-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylic acid ethyl ester

HRID 2277413Notes

Reaction equation

HRID 2277413 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH2:12][CH:13]2[CH2:15][CH2:14]2)[CH:8]=[C:9]([NH2:11])[N:10]=1)=[O:5])[CH3:2].[F:16][C:17]([F:29])([F:28])[O:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26]=[O:27])=[CH:21][CH:20]=1>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH2:12][CH:13]2[CH2:14][CH2:15]2)[CH:8]=[C:9]([NH:11][C:26]([NH:25][C:22]2[CH:23]=[CH:24][C:19]([O:18][C:17]([F:16])([F:28])[F:29])=[CH:20][CH:21]=2)=[O:27])[N:10]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 92298p-(Trifluoromethoxy)phenyl isocyanateHCID 59421792Ethyl 4-amino-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylate

Product 1

HCID 894520804-[({[4-(Trifluoromethoxy)phenyl]amino}carbonyl)amino]-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7.49 g (35.8 mmol) of 4-amino-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylic acid ethyl ester is mixed in 18 ml of THF under argon with 6 g (35.8 mmol) of 4-(trifluoromethoxy)phenylisocyanate and stirred for 4 hours at room temperature. The reaction mixture is concentrated by evaporation in a vacuum, and the product that crystallizes out in this case is stirred in 40 ml of ethyl acetate and suctioned off.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation in a vacuum
  2. customthe product that crystallizes out in this case
  3. stirringis stirred in 40 ml of ethyl acetate

Sources & evidence

ORD record
ord-0eb1ce449c1f42ebacc57f21a59eed02
Source dataset
uspto-grants-2015_09
Patent number
US09133165B2

Reaction notes

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