Methylamine → HCID 23652717, compound

HRID 1094484Notes

Reaction equation

HRID 1094484 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C:15]3[CH:16]=[CH:17][C:18]([O:20][C:21]4[CH:26]=[CH:25][N:24]=[C:23](Cl)[N:22]=4)=[CH:19][C:14]=3[O:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:28]([F:31])([F:30])[F:29].[CH3:32][NH2:33].CCCCCC.CCOC(C)=O>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C:15]3[CH:16]=[CH:17][C:18]([O:20][C:21]4[CH:26]=[CH:25][N:24]=[C:23]([NH:33][CH3:32])[N:22]=4)=[CH:19][C:14]=3[O:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:28]([F:31])([F:30])[F:29]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 21226206Ethyl acetate hexaneHCID 59175971HCID 59175971, compound

Product 1

HCID 23652717HCID 23652717, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 50 mg (0.106 mMol) 6-(2-chloropyrimidin-4-yloxy)-benzooxazole-3-carboxylic acid (4-chloro-3-trifluoromethyl-phenyl)-amide in 1.5 ml THF and 107 μl MeNH2 (2 M in THF; 0.214 mMol) is stirred in a sealed vessel for 24 h at rt. Concentration of the reaction mixture and chromatography (Combi Flash; hexane/EtOAc 4:1-1:1) gives the title compound: MS: [M+1]+=466; HPLC: tRet=13.8; TLC(hexane/EtOAc 1:1): Rf=0.09.

Sources & evidence

ORD record
ord-561d924a747543fba899df1ac8650b9c
Source dataset
uspto-grants-2012_03
Patent number
US08133886B2

Reaction notes

Loading…