Bromomethylcyclopropane → HCID 67836608, compound

HRID 741566Notes

Reaction equation

HRID 741566 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][CH:14]2[CH2:23][CH2:22][N:21]3[CH:16]([CH2:17][CH2:18][CH2:19][CH2:20]3)[CH2:15]2)=[O:11])=[CH:2]1.[CH:24]1([CH2:27]Br)[CH2:26][CH2:25]1>>[CH:24]1([CH2:27][N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([C:10]([O:12][CH2:13][CH:14]3[CH2:23][CH2:22][N:21]4[CH:16]([CH2:17][CH2:18][CH2:19][CH2:20]4)[CH2:15]3)=[O:11])=[CH:2]2)[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 81503BromomethylcyclopropaneHCID 131719520Quinolizidin-2-ylmethylindole-3-carboxylate

Product 1

HCID 67836608HCID 67836608, compound

Procedure

eq-Quinolizidin-2-ylmethyl indole-3-carboxylate (E9b) was alkylated with cyclopropylmethyl bromide using the method in Example 18. The product was chromatographed on silica gel eluting initially with ether, then with ethyl acetate, to afford the title compound (E28) as a colourless oil. This was converted to its hydrochloride salt mp 167°-169° C. (acetone/ether).

Workup

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

Sources & evidence

ORD record
ord-48d8eae9c88944c388832a59759f9cbd
Source dataset
uspto-grants-1996_09
Patent number
US05552398

Reaction notes

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