2-Amino-5-chloropyridine → N-(cis-2-(2-chloro-6-fluorophenyl)-cyclopropyl)-N'-(5-chloropyrid-2-yl)-urea

HRID 1457841Notes

Reaction equation

HRID 1457841 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH:9]1[CH2:11][CH:10]1[N:12]=[C:13]=[O:14].[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C@H:9]1[CH2:11][C@H:10]1[NH:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=1)=[O:14]

Participants

3

Reactant 2

HCID 661742-Amino-5-chloropyridineHCID 221009862-(2-Chloro-6-fluorophenyl)cyclopropylisocyanate

Product 1

HCID 53662011N-(cis-2-(2-chloro-6-fluorophenyl)-cyclopropyl)-N'-(5-chloropyrid-2-yl)-urea

Procedure

2-(2-chloro-6-fluorophenyl)cyclopropylisocyanate prepared as described above was condensed with 2-amino-5-chloropyridine according to the method used in Example 7 to provide N-(cis-2-(2-chloro-6-fluorophenyl)-cyclopropyl)-N'-(5-chloropyrid-2-yl)-urea: 1H-NMR (250 MHz, CDCl3): 1.3-1.4 (m, 1H), 1.5-1.6 (m, 1H), 2.0-2.1 (m, 1H), 3.3-3.4 (m, 1H), 6.7-6.8 (m, 1H), 6.9-7.0 (m, 1H), 7.15-7.30 (m, 2H), 7.4-7.5 (m, 1H), 7.7 (m, 1H), 8.8 (s, 1H), 9.1 (s, 1H).

Sources & evidence

ORD record
ord-b02e692f587640ec8b81cd255d51aeda
Source dataset
uspto-grants-1998_12
Patent number
US05849769

Reaction notes

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