1-Bromo-2-Chloroethane → 1-{2-(2-chloroethoxy)-4-[(ethylamino)carbonyl]phenyl}-N-cyclopropyl-5-methyl-1H-1,2,3-triazole-4-carboxamide

HRID 1717348Notes

Reaction equation

HRID 1717348 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([NH:21][CH2:22][CH3:23])=[O:20])=[CH:15][C:14]=3[OH:24])[C:11]=2[CH3:12])=[O:6])[CH2:3][CH2:2]1.Br[CH2:26][CH2:27][Cl:28]>C(OCC)(=O)C.CCCCCC>[Cl:28][CH2:27][CH2:26][O:24][C:14]1[CH:15]=[C:16]([C:19]([NH:21][CH2:22][CH3:23])=[O:20])[CH:17]=[CH:18][C:13]=1[N:10]1[C:11]([CH3:12])=[C:7]([C:5]([NH:4][CH:1]2[CH2:3][CH2:2]2)=[O:6])[N:8]=[N:9]1

Participants

4

Reactant 2

HCID 78491-Bromo-2-ChloroethaneHCID 57664949N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-5-methyl-1H-1,2,3-triazole-4-carboxamide

Product 1

HCID 576651491-{2-(2-chloroethoxy)-4-[(ethylamino)carbonyl]phenyl}-N-cyclopropyl-5-methyl-1H-1,2,3-triazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

In the same manner as in Example 145, a product was obtained from N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-5-methyl-1H-1,2,3-triazole-4-carboxamide (0.17 g) obtained in Example 141 and 1-bromo-2-chloroethane (0.05 ml), and the title compound was obtained as a white powder (0.06 g, 31%) by recrystallization from ethyl acetate-hexane.

Sources & evidence

ORD record
ord-a34711267a32402fae5b0cf820d2a944
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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