Ethanolamine → HCID 59437508, compound

HRID 2382895Notes

Reaction equation

HRID 2382895 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[CH:3]=1.[CH2:24]([CH2:26][NH2:27])[OH:25]>>[OH:25][CH2:24][CH2:26][NH:27][C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[CH:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 25212520HCID 25212520, compound

Product 1

HCID 59437508HCID 59437508, compoundYield 29.3%

Conditions

Temperature
120 °C

Procedure

The title compound was prepared following procedure and work up described for example 118, but starting from N-[5-chloro-7-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide ((B7), 50 mg; 0.14 mmol; 1.0 eq) and ethanolamine (44 μL; 0.73 mmol; 5.0 eq), heated at 120° C., to give the title compound as a white solid (15 mg, 28%). HPLC, Rt: 1.91 min. (purity 97.9%). LC/MS, M+(ESI): 366.8, M−(ESI): 364.9.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-844c7b7092914fdda26dcbd52fccf76e
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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