Ethylamine → HCID 68837712, compound

HRID 2112985Notes

Reaction equation

HRID 2112985 reaction equation
S([NH:11][C:12]([NH:14][C:15]1[N:37]=[C:18]2[CH:19]=[C:20]([C:31]3[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=3)[CH:21]=[C:22]([NH:23][CH:24]3[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]3)[N:17]2[N:16]=1)=[O:13])(C1C=CC(C)=CC=1)(=O)=O.[CH2:38](N)[CH3:39].CCN(CC)CC>C1COCC1.CN(C=O)C>[CH2:38]([NH:11][C:12]([NH:14][C:15]1[N:37]=[C:18]2[CH:19]=[C:20]([C:31]3[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=3)[CH:21]=[C:22]([NH:23][CH:24]3[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]3)[N:17]2[N:16]=1)=[O:13])[CH3:39]

Participants

6

Reactant 3

HCID 6341EthylamineHCID 8471TriethylamineHCID 68836863HCID 68836863, compound

Product 1

HCID 68837712HCID 68837712, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product of Step 2 (312 mg, 0.60 mol) and ethyl amine (3 mL of a 2 M solution in THF) in DMF (2 mL) was microwaved at 100° C. for 1 h. The homogeneous solution was pre-adsorbed onto SiO2. Silica gel chromatography (5% NEt3/0-5% MeOH/EtOAc) gave an oil which was triturated with EtOAc/hexane to afford the target compound 1-ethyl-3-[5-(1-methyl-piperidin-4-ylamino)-7-pyridin-3-yl[1,2,4]triazolo[1,5-a]pyridin-2-yl]-urea. MS m/z 395 (M+H+).

Workup

  1. customwas triturated with EtOAc/hexane

Sources & evidence

ORD record
ord-cc09fb5bb0ca47e68e867c7d6f73bf8a
Source dataset
uspto-grants-2009_04
Patent number
US07524860B2

Reaction notes

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