HCID 20033363, compound → HCID 24821999, compound

HRID 1922208Notes

Reaction equation

HRID 1922208 reaction equation
CS([C:4]1[O:5][C:6]2[CH:12]=[C:11]([O:13][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([C:20]([NH:22][CH3:23])=[O:21])[CH:15]=3)[CH:10]=[CH:9][C:7]=2[N:8]=1)=O.[N:24]1([CH2:30][CH2:31][C:32]2[CH:33]=[C:34]([NH2:38])[CH:35]=[CH:36][CH:37]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>CC(N(C)C)=O>[CH3:23][NH:22][C:20]([C:16]1[CH:15]=[C:14]([O:13][C:11]2[CH:10]=[CH:9][C:7]3[N:8]=[C:4]([NH:38][C:34]4[CH:35]=[CH:36][CH:37]=[C:32]([CH2:31][CH2:30][N:24]5[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]5)[CH:33]=4)[O:5][C:6]=3[CH:12]=2)[CH:19]=[CH:18][N:17]=1)=[O:21]

Participants

4

Reactant 2

HCID 20033363HCID 20033363, compoundHCID 57725414N-methyl-4-(2-(methylsulfinyl)benzo[d]oxazol-6-yloxy)picolinamide

Product 1

HCID 24821999HCID 24821999, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
120 °C

Procedure

The 4-(2-methanesulfinyl-benzooxazol-6-yloxy)-pyridine-2-carboxylic acid methylamide from step 3 of Example 2 and 3-(2-piperidin-1-yl-ethyl)-phenylamine were dissolved in DMAC and heated in a CEM microwave reactor at 120° C. for 10 to 20 minutes. The crude reaction mixture was purified by preparatory reverse phase HPLC. MH+=472.2.

Workup

  1. customThe crude reaction mixture
  2. customwas purified by preparatory reverse phase HPLC

Sources & evidence

ORD record
ord-f9c61ba1629f4c6894b04da3655be9bc
Source dataset
uspto-grants-2012_05
Patent number
US08173689B2

Reaction notes

Loading…