HCID 558152, compound → HCID 131719522, compound

HRID 741558Notes

Reaction equation

HRID 741558 reaction equation
[OH:1][CH:2]1[CH:11]2[N:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[CH2:5][CH2:4][CH2:3]1.[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([C:21](Cl)=[O:22])=[CH:13]1>>[CH:2]1([O:1][C:21]([C:14]2[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:12][CH:13]=2)=[O:22])[CH:11]2[N:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 558152HCID 558152, compoundHCID 123802781H-Indole-3-carbonyl chloride

Product 1

HCID 131719522HCID 131719522, compound

Procedure

eq-1-Hydroxyquinolizidine (H. S. Aaron et al, J. Org. Chem. 1964, 29, 2248) was reacted with indole-3-carboxylic acid chloride using the method of Example 1. The product was chromatographed on silica gel eluting with ether to afford the title compound (E11a) as a white solid, mp 230°-232° C.

Workup

  1. customThe product was chromatographed on silica gel eluting with ether

Sources & evidence

ORD record
ord-1832583900084f838cfa49da50a1aa16
Source dataset
uspto-grants-1996_09
Patent number
US05552398

Reaction notes

Loading…