Ethanolamine → Imidazo(1,5-a)pyridine

HRID 2417835Notes

Reaction equation

C(CN)O.C(CCCCC[C:13]1[N:18]2[CH:19]=[N:20][CH:21]=[C:17]2[CH:16]=[CH:15][CH:14]=1)(O)=O>>[CH:21]1[N:20]=[CH:19][N:18]2[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=12

Participants

Reactant 2

HCID 700Ethanolamine

HCID 55390Pirmagrel

Product 1

HCID 274090Imidazo(1,5-a)pyridine

Procedure

Ethanolamine (6.1 g) and 5-(5-carboxypentyl)-imidazo[1,5-a]pyridine (2.32 g) are heated at 170° for 3 hours. Excess ethanolamine is removed by distillation under reduced pressure to yield 5-[5-(4,5-dihydrooxazol-2-yl)pentyl)]imidazo[1,5-a]pyridine.

Workup

customExcess ethanolamine is removed by distillation under reduced pressure

Sources & evidence

ORD record: ord-d593fb0a667a4418a06967dc8002792f
Source dataset: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04470986

Reaction notes

Loading…