Ethanolamine → HCID 131730944, compound

HRID 2035491Notes

Reaction equation

HRID 2035491 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:27][CH2:26][CH:25]([C:28](OCC)=[O:29])[CH2:24][CH2:23]3)=[CH:18][CH:17]=2)[N:12]=[CH:11][C:10]=1[CH2:33][C:34]([NH2:36])=[O:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:37]([CH2:39][NH2:40])[OH:38]>>[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:23][CH2:24][CH:25]([C:28](=[O:29])[NH:40][CH2:39][CH2:37][OH:38])[CH2:26][CH2:27]3)=[CH:18][CH:17]=2)[N:12]=[CH:11][C:10]=1[CH2:33][C:34]([NH2:36])=[O:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 131730945HCID 131730945, compound

Product 1

HCID 131730944HCID 131730944, compoundYield 97%

Procedure

20 mg of 4-(benzylamino)-6-{[4-(4-ethoxycarbonylpiperidino)phenyl]amino}pyridine-3-carboxyamide (Example 175) and 50 mg of ethanolamine were stirred at 150° C. for 2 hours. After cooling, the reaction mixture was purified by silica gel thin layer chromatography (chloroform:methanol=5:1) to obtain 20 mg (89%) of the title compound as a slight yellow crystalline powder.

Workup

  1. temperatureAfter cooling
  2. customthe reaction mixture was purified by silica gel thin layer chromatography (chloroform:methanol=5:1)

Sources & evidence

ORD record
ord-ff3be095fe12490787da00cc52cb1466
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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