Ethanolamine → HCID 13883791, compound

HRID 543766Notes

Reaction equation

HRID 543766 reaction equation
[F:1][C:2]([F:24])([F:23])[CH2:3][N:4]=[C:5]([NH2:22])[NH:6][C:7]1[CH:11]=[N:10][N:9]([C:12]2[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=2)[C:15]([O:17]C)=O)[N:8]=1.[CH2:25]([CH2:27][NH2:28])[OH:26]>>[OH:26][CH2:25][CH2:27][NH:28][C:15](=[O:17])[C:14]1[CH:19]=[CH:20][CH:21]=[C:12]([N:9]2[N:8]=[C:7]([NH:6][C:5]([NH2:22])=[N:4][CH2:3][C:2]([F:1])([F:24])[F:23])[CH:11]=[N:10]2)[CH:13]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 20202799HCID 20202799, compound

Product 1

HCID 13883791HCID 13883791, compound

Procedure

A mixture of methyl 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)-1,2,3-triazol-2-yl]benzoate (0.2 g.) and ethanolamine (5 ml.) was heated at 80° overnight. The mixure was evaporated and the thick oily residue was purified by chromatography on silica gel using EtOAc and isopropanol (6:1 v/v) as eluant. The product was recrystallised from isopropanol to give N-(2-hydroxyethyl)-3-[4-(2-[2,2,2-trifluoroethyl]guanidino)-1,2,3-triazol-2-yl]benzamide, m.p. 171°-173°.

Workup

  1. temperaturewas heated at 80° overnight
  2. customThe mixure was evaporated
  3. customthe thick oily residue was purified by chromatography on silica gel
  4. customThe product was recrystallised from isopropanol

Sources & evidence

ORD record
ord-ff4b0d8403f543458a047f026daa4c3f
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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