HCID 117891965, compound → HCID 117891964, compound

HRID 930531Notes

Reaction equation

HRID 930531 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[C:15]([CH3:17])[C:14](=[O:18])[N:13]([CH3:19])[CH:12]=2)=O)=[C:4]([NH:20][CH:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=2)[CH3:22])[CH:3]=1>C(O)(=O)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[N:8]=[C:9]([C:11]3[CH:16]=[C:15]([CH3:17])[C:14](=[O:18])[N:13]([CH3:19])[CH:12]=3)[N:20]([CH:21]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[CH3:22])[C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 117891965HCID 117891965, compound

Product 1

HCID 117891964HCID 117891964, compoundYield 21.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
150 °C

Procedure

1,5-Dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid [6-chloro-4-(1-pyridin-2-yl-ethylamino)-pyridin-3-yl]-amide II-21″ (900 mg; 2.26 mmol) is dissolved in acetic acid (10 ml) and stirred at 150° C. for 1 h in a microwave reactor. The volatiles are removed in vacuo and the residue purified by silica gel chromatography using a DCM/Methanol gradient. The product containing fractions are combined and concentrated under reduced pressure. The product is then lyophilized to afford the desired compound.

Workup

  1. customThe volatiles are removed in vacuo
  2. customthe residue purified by silica gel chromatography
  3. additionThe product containing fractions
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9327ef7c3d974284a8e0abf10c5ac6f3
Source dataset
uspto-grants-2016_03
Patent number
US09296748B2

Reaction notes

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