1-(Methoxymethyl)cyclopropane-1-sulfonamide → 1-(Cyclopropylmethyl)cyclopropane-1-sulfonamide

HRID 1818762Notes

Reaction equation

HRID 1818762 reaction equation
C(NC(=O)O)(C)(C)C.[CH:9]1([CH2:12][C:13]2([S:16]([NH2:19])(=[O:18])=[O:17])[CH2:15][CH2:14]2)[CH2:11][CH2:10]1.COCC1(S(N)(=O)=O)CC1>>[CH:9]1([CH2:12][C:13]2([S:16]([NH2:19])(=[O:17])=[O:18])[CH2:14][CH2:15]2)[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 224992771-(Methoxymethyl)cyclopropane-1-sulfonamideHCID 224993121-Cyclopropylmethylcyclopropylsulfonylamine tert-butylcarbamate

Product 1

HCID 224992851-(Cyclopropylmethyl)cyclopropane-1-sulfonamideYield 65%

Procedure

This compound was obtained in 65% yield from 1-cyclopropylmethylcyclopropylsulfonylamine tert-butylcarbamate (from Step B.2.a) according to the procedure described for the synthesis of 1-methoxymethylcyclopropylsulfonamide (Step B.1.b). The compound was purified by column chromatography over SiO2 using 0% to 60% ethyl acetate in hexanes as the eluent: 1H NMR (CDCl3) δ 0.15 (m, 2H), 0.51 (m, 2H), 1.01 (m, 2H), 1.34 (m, 3H), 1.86 (d, J=7.0 Hz, 2H), 4.83 (s, 2H); 13C NMR (CDCl3) δ 4.65, 7.74, 11.26, 35.62, 41.21; LRMS m/z 193 (M++NH4).

Workup

  1. customThe compound was purified by column chromatography over SiO2 using 0% to 60% ethyl acetate in hexanes as the eluent

Sources & evidence

ORD record
ord-990708acc33d4c8cbc28949b2b9a5e3c
Source dataset
uspto-grants-2009_10
Patent number
US07601686B2

Reaction notes

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