Ethyl bromoacetate → 5-(3-Chloro-5-trifluoromethylpyridin-2yl)-3-ethoxycarbonylmethyl-1-(1-methylethyl)benzimidazol-2-one

HRID 1276085Notes

Reaction equation

HRID 1276085 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:25]=[CH:24][C:15]3[N:16]([CH:21]([CH3:23])[CH3:22])[C:17](=[O:20])[N:18]([CH3:19])[C:14]=3[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.ClC1C(C2C=CC3N(C(C)C)C(=O)NC=3C=2)=NC=C(C(F)(F)F)C=1.BrC[C:52]([O:54][CH2:55][CH3:56])=[O:53]>>[Cl:1][C:2]1[C:3]([C:12]2[CH:25]=[CH:24][C:15]3[N:16]([CH:21]([CH3:22])[CH3:23])[C:17](=[O:20])[N:18]([CH2:19][C:52]([O:54][CH2:55][CH3:56])=[O:53])[C:14]=3[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=1

Participants

4

Reactant 3

HCID 7748Ethyl bromoacetateHCID 221148405-(3-Chloro-5-trifluoromethylpyridin-2-yl)-3-methyl-1-(1-methylethyl)benzimidazol-2-oneHCID 221148555-(3-Chloro-5-trifluoromethylpyridin-2yl)-1-(1-methylethyl)benzimidazol-2-one

Product 1

HCID 221148675-(3-Chloro-5-trifluoromethylpyridin-2yl)-3-ethoxycarbonylmethyl-1-(1-methylethyl)benzimidazol-2-oneYield 68%

Procedure

In a similar manner to the preparation of 5-(3-chloro-5-trifluoromethylpyridin-2yl)-3-methyl-1-(1-methylethyl)benzimidazol-2-one described above, 2.5 g of 5-(3-chloro-5-trifluoromethyl-pyridin-2yl)-1-(1-methylethyl)benzimidazol-2 -one and 1.23 g of ethyl bromoacetate gave 2.1 g (68%) of colorless crystals. Yield: 68%, m.p.L 125-127° C.

Sources & evidence

ORD record
ord-50105b9f88e642099377114110bbe33d
Source dataset
uspto-grants-2000_12
Patent number
US06165941

Reaction notes

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