Dimethylamine → HCID 53765796, compound

HRID 367340Notes

Reaction equation

HRID 367340 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([OH:35])[CH2:16][NH:17][C@H:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][C:22]([O:28][CH2:29][C:30]([O:32]CC)=O)=[CH:23][CH:24]=3)[CH2:19]2)=[CH:11][C:10]=1[CH2:36][CH2:37][O:38][CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:46][NH:47][CH3:48]>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([OH:35])[CH2:16][NH:17][C@H:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][C:22]([O:28][CH2:29][C:30]([N:47]([CH3:48])[CH3:46])=[O:32])=[CH:23][CH:24]=3)[CH2:19]2)=[CH:11][C:10]=1[CH2:36][CH2:37][O:38][CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 21971826HCID 21971826, compound

Product 1

HCID 53765796HCID 53765796, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-[(2S)-2-[[(2RS)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxyethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]acetate (256 mg) and 2.2 ml of dimethylamine were dissolved in 2.2 ml of tetrahydrofuran, and the solution was sealed in a tube and subjected to 39 hours of reaction at 60° C. The reaction solution was concentrated under reduced pressure and the resulting residue was purified by silica gel medium pressure liquid column chromatography (eluent: ethyl acetate/ethanol=1/1) to give 230 mg of amorphous 2-[(2S)-2-[[(2RS)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxyethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide.

Workup

  1. customthe solution was sealed in a tube
  2. customsubjected to 39 hours of reaction at 60° C
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel medium pressure liquid column chromatography (eluent: ethyl acetate/ethanol=1/1)

Sources & evidence

ORD record
ord-cf87e205d85a4417bb9ae3b018bda11f
Source dataset
uspto-grants-2000_10
Patent number
US06133266

Reaction notes

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