2-(Methylamino)ethanol → HCID 10164546, compound

HRID 2181357Notes

Reaction equation

HRID 2181357 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[C:9]([CH2:23][C:24]([OH:26])=O)=[C:10]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:22])([F:21])[F:20])[S:11][C:5]=2[N:4]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:3]1=[O:31].[CH3:32][NH:33][CH2:34][CH2:35][OH:36]>CN1CCCC1=O.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>[OH:36][CH2:35][CH2:34][N:33]([CH3:32])[C:24](=[O:26])[CH2:23][C:9]1[C:6]2[C:7](=[O:8])[N:2]([CH3:1])[C:3](=[O:31])[N:4]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:5]=2[S:11][C:10]=1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]([F:22])([F:20])[F:21]

Participants

6

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 22484120HCID 22484120, compound

Product 1

HCID 10164546HCID 10164546, compound

Reagents, catalysts & solvents 3

HCID 13387N-methyl-2-pyrrolidoneSolventHCID 757711-HydroxybenzotriazoleSolventHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideSolvent

Procedure

The product of step b) (98 mg) was dissolved in 1-methyl-2-pyrrolidinone (NMP) (1 ml) to which EDCl (1 ml), HOBT (1 ml) and N-methyl ethanolamine (1 ml) was added. The reaction was stirred for 18 hrs before being concentrated in vacuo. The residue was partitioned between dichloromethane and water. The organic phase was adsorbed onto silica and purified by chromatography eluting with 0-10% methanol in dichloromethane to yield the title compound (62 mg).

Workup

  1. additionwas added
  2. concentrationbefore being concentrated in vacuo
  3. customThe residue was partitioned between dichloromethane and water
  4. custompurified by chromatography
  5. washeluting with 0-10% methanol in dichloromethane

Sources & evidence

ORD record
ord-b592662b765f44bab9fecfa4c32cb5a3
Source dataset
uspto-grants-2005_05
Patent number
US06890923B2

Reaction notes

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