Chloroacetyl chloride → HCID 66958505, compound

HRID 1907938Notes

Reaction equation

HRID 1907938 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH2:9][NH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[CH:13][C:12]=1[NH2:21])([CH3:4])([CH3:3])[CH3:2].[Cl:23][CH2:24][C:25](Cl)=O>>[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH2:9][N:10]1[C:11]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=[CH:13][C:12]=2[N:21]=[C:25]1[CH2:24][Cl:23])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 12016824tert-Butyl 2-(3-aminoquinolin-4-ylamino)ethylcarbamate

Product 1

HCID 66958505HCID 66958505, compoundYield 72%

Procedure

Using the general method of Examples 43-68 Part A, tert-butyl[2-(3-aminoquinolin-4-ylamino)ethyl]carbamate (43.5 g, 144 mmol) was reacted with chloroacetyl chloride (17.72 g, 158 mmol) to provide 37.39 g of tert-butyl[2-(2-chloromethyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]carbamate.

Sources & evidence

ORD record
ord-1313bd1ca4f54388bf9bdf3efccb6208
Source dataset
uspto-grants-2013_12
Patent number
US08598192B2

Reaction notes

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