2-(Methylamino)ethanol → HCID 90067675, compound

HRID 1057039Notes

Reaction equation

HRID 1057039 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH:9]=2)[CH:5]=[C:4]([Cl:21])[N:3]=1.[CH3:22][NH:23][CH2:24][CH2:25][OH:26]>O>[Cl:21][C:4]1[CH:5]=[C:6]([C:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH:9]=2)[CH:7]=[C:2]([N:23]([CH2:24][CH2:25][OH:26])[CH3:22])[N:3]=1

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 90015018HCID 90015018, compound

Product 1

HCID 90067675HCID 90067675, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of tert-butyl 4-(2,6-dichloro-4-pyridyl)-5,6-dihydro-2H-pyridine-1-carboxylate (395 mg, 1.20 mmol) and 2-(methylamino)ethanol (3.5 mL, 44 mmol) in a glass vial was heated in oil bath at 100° C. for 4 h. After cooled, it was diluted with water (50 mL), extracted with EtOAc (2×50 mL). The combined EtOAc were dried over Na2SO4, filtered, concentrated in vacuo, and dried under high vacuum to give orange syrup. It was carried on without further purification. LC-MS: m/z=367 (M+H+).

Workup

  1. temperatureAfter cooled
  2. extractionextracted with EtOAc (2×50 mL)
  3. dry with materialThe combined EtOAc were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customdried under high vacuum
  7. customto give orange syrup
  8. customIt was carried on without further purification

Sources & evidence

ORD record
ord-629abe6189994734af01a71fc3c4baa1
Source dataset
uspto-grants-2016_07
Patent number
US09399636B2

Reaction notes

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