1-Pyrrolidineethanamine → HCID 11162077, compound

HRID 748506Notes

Reaction equation

HRID 748506 reaction equation
[N:1]1([CH2:6][CH2:7][NH2:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:9][C:10]1[N:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1>>[Cl:9][C:10]1[N:15]=[CH:14][C:13]([S:16]([NH:8][CH2:7][CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:18])=[O:17])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 13441-PyrrolidineethanamineHCID 27927922-Chloro-5-pyridinesulfonyl chloride

Product 1

HCID 11162077HCID 11162077, compound

Procedure

The title compound was prepared as described for Example 3 using 2-pyrrolidin-1-yl-ethylamine and 6-chloropyridine-3-sulfonyl chloride (described in: Naegeli, C. et al. Helv. Chim. Actal. 1938, 21, 746-1750). Purification on a silica gel column using ethyl acetate/triethylamine, (9:1), as the eluent gave the title compound. Yield: 58%: 1H NMR (CDCl3, 400 MHz) δ 8.79 (d, J=2Hz, 1 H), 8.05 (dd, J=8, 3Hz, 1 H), 7.42 (d, J=9 Hz, 1 H), 3.00 (app. t, J=6 Hz, 2 H), 2.50 (app. t, J=6 Hz, 2 H), 2.33 (m, 4 H), 1.67 (m, 4 H); 13C NMR (CDCl3, 100 MHz) δ 155.7, 148.8, 137.8, 136.1, 125.0, 54.1, 53.9, 41.6, 23.9; MS (TSP) m/z 290 (M++1).

Workup

  1. customThe title compound was prepared
  2. customPurification on a silica gel column

Sources & evidence

ORD record
ord-49a8ef06d0a04f28adb3e00a68fa197f
Source dataset
uspto-grants-2008_07
Patent number
US07399780B2

Reaction notes

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