1H-Indole-3-carbonyl chloride → HCID 131719521, compound

HRID 741557Notes

Reaction equation

HRID 741557 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]1[CH2:13][CH2:12][N:11]2[CH:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[CH2:5]1.[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23](Cl)=[O:24])=[CH:15]1>>[CH2:5]1[CH:6]2[N:11]([CH2:10][CH2:9][CH2:8][CH2:7]2)[CH2:12][CH2:13][CH:4]1[CH2:3][CH2:2][O:1][C:23]([C:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[NH:14][CH:15]=1)=[O:24]

Participants

3

Reactant 2

HCID 123802781H-Indole-3-carbonyl chlorideHCID 67836758HCID 67836758, compound

Product 1

HCID 131719521HCID 131719521, compound

Procedure

eq-2-(2-Hydroxyethyl)quinolizidine (D5) was reacted with indole-3-carboxylic acid chloride using the method of Example 1. The product was chromatographed on silica gel eluting with ethyl acetate/methanol (95:5). The resulting beige solid was recrystallised from ethyl acetate/petrol (60-80) to afford the title compound (E10) as a white solid mp 170°-172° C.

Workup

  1. customThe product was chromatographed on silica gel eluting with ethyl acetate/methanol (95:5)
  2. customThe resulting beige solid was recrystallised from ethyl acetate/petrol (60-80)

Sources & evidence

ORD record
ord-4e97cdcc392d4a489d1f38aa1389f237
Source dataset
uspto-grants-1996_09
Patent number
US05552398

Reaction notes

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