Cyclopropanecarbonyl chloride → HCID 57387821, compound

HRID 2190511Notes

Reaction equation

HRID 2190511 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[C:5]2[CH:8]=[C:9]([O:12][C:13]3[CH:14]=[C:15]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:16]=[CH:17][CH:18]=3)[CH:10]=[CH:11][C:4]=2[N:3]=1.[CH:27]1([C:30](Cl)=[O:31])[CH2:29][CH2:28]1>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[CH:27]1([C:30]([NH:1][C:2]2[N:6]([CH3:7])[C:5]3[CH:8]=[C:9]([O:12][C:13]4[CH:14]=[C:15]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:23])([CH3:25])[CH3:24])[CH:16]=[CH:17][CH:18]=4)[CH:10]=[CH:11][C:4]=3[N:3]=2)=[O:31])[CH2:29][CH2:28]1

Participants

5

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 57387820HCID 57387820, compound

Product 1

HCID 57387821HCID 57387821, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

Using tert-butyl {3-[(2-amino-1-methyl-1H-benzimidazol-6-yl)oxy]phenyl}carbamate (2.45 g, 6.91 mmol), pyridine (100 mL), cyclopropanecarbonyl chloride (3.0 mL, 33.1 mmol) and N,N-dimethylpyridine-4-amine (258 mg, 2.11 mmol) as starting materials, and in the same manner as in Example C1(v), the title compound (1.89 g, 65%) was obtained as a pale-brown amorphous substance.

Sources & evidence

ORD record
ord-a52fd8cd7e504ec5ad16e6339245ed21
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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