Dichloromethane → HCID 58976355, compound

HRID 1179245Notes

Reaction equation

HRID 1179245 reaction equation
[C:1]([NH:3][C:4](=[N:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:15][C:14]=1[Cl:25])OC1C=CC=CC=1)#[N:2].[NH:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)[NH2:27].ClCCl>C(O)(C)C>[Cl:25][C:14]1[CH:15]=[C:16]([N:19]2[CH2:20][CH2:21][O:22][CH2:23][CH2:24]2)[CH:17]=[CH:18][C:13]=1[NH:12][C:4]1[N:3]=[C:1]([NH2:2])[N:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[N:27]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 786452-HydrazinopyridineHCID 86594809HCID 86594809, compound

Product 1

HCID 58976355HCID 58976355, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of N-cyano-N′-(2-chloro-4-morpholino-phenyl)-O-phenylisourea (0.10 g, 0.28 mmol) and 2-hydrazinopyridine (0.046 g, 0.42 mmol) in iso-propanol (3 mL) was heated at 115° C. for 20 h. The precipitate was filtered, washed with iso-propanol and purified by flash chromatography (SiO2) eluted with 2:98 methanol: dichloromethane to provide the title compound (0.080 g, 79% yield) as a white solid.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with iso-propanol
  3. custompurified by flash chromatography (SiO2)
  4. washeluted with 2:98 methanol

Sources & evidence

ORD record
ord-9bd0c7a88e27466d8b411a4c25c39969
Source dataset
uspto-grants-2007_10
Patent number
US07279469B2

Reaction notes

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