Triethylamine → HCID 70975264, compound

HRID 628988Notes

Reaction equation

HRID 628988 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([NH2:8])[CH2:4][CH2:3]1.[CH2:9]([O:11][C:12]([C:14]1[C:19]([O:20][CH2:21][CH3:22])=[C:18]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:17]=[C:16]([C:29]2[CH:34]=[CH:33][C:32]([NH:35][C:36](OC3C=CC=CC=3)=[O:37])=[CH:31][CH:30]=2)[N:15]=1)=[O:13])[CH3:10].CCN(CC)CC>O1CCOCC1>[CH2:9]([O:11][C:12]([C:14]1[C:19]([O:20][CH2:21][CH3:22])=[C:18]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[N:17]=[C:16]([C:29]2[CH:30]=[CH:31][C:32]([NH:35][C:36]([NH:8][N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)=[O:37])=[CH:33][CH:34]=2)[N:15]=1)=[O:13])[CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 813491-Amino-4-methylpiperazineHCID 68274511HCID 68274511, compound

Product 1

HCID 70975264HCID 70975264, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-methyl-piperazin-1-ylamine (0.52 ml, 2 eq.) was added to a stirred solution of 5-ethoxy-6-morpholin-4-yl-2-(4-phenoxycarbonylamino-phenyl)-pyrimidine-4-carboxylic acid ethyl ester (100 mg, 1 eq.) and Et3N (0.085 ml, 3 eq.) in dioxane (3 ml), the mixture was reacted at 80° C. overnight. The reaction mixture was concentrated, and purified by flash chromatography to give a product (49.2 mg, 45%).

Workup

  1. customthe mixture was reacted at 80° C. overnight
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-966bd9dea617461c87da6df3a9bea96c
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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