4 Experimental Data
35
2.1c N,4-Dimethyl-N-(1-oxo-4-phenyl-1-(pyrrolidin-1-yl)butan-2-yl)benzenesulfonamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:2) yielded the product
(57.0 mg, 71%) as a pale yellow liquid.
1
H NMR (400 MHz, CDCl3): δ = 7.58 (d, J = 7.8 Hz, 2H
24,28
), 7.32–7.18 (m,
5H
Ar
), 7.09 (d, J = 7.8 Hz, 2H
Ar
), 4.59 (dd, J = 9.8, 6.4 Hz, 1H
1
), 3.76–3.68 (m,
1H
6
), 3.46–3.21 (m, 3H
6,9
), 2.92 (s, 3H
11
), 2.64–2.54 (m, 1H
Alk
), 2.50–2.41 (m,
1H
Alk
), 2.42 (s, 3H
29
), 2.18–2.09 (m, 1H
Alk
), 1.98–1.78 (m, 4H
Alk
), 1.51–1.40 (m,
1H
Alk
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 167.7 (C
2
), 143.6 (C
Ar
), 140.9
(C
Ar
), 136.2 (C
Ar
), 129.8 (2CH
Ar
), 128.6 (2CH
Ar
), 128.6 (2CH
Ar
), 127.4 (2CH
Ar
),
126.4 (CH
17
), 56.5 (CH
1
), 46.6 (CH2
6
), 46.1 (CH2
9
), 32.4 (CH2
Alk
), 30.5 (CH3
11
),
29.6 (CH2
Alk
), 26.3 (CH2
Alk
), 24.3 (CH2
Alk
), 21.7 (CH3
29
) ppm; IR (neat):
=
3059, 3026, 2950, 2874, 1740, 1639, 1441, 1335, 1156, 1087, 933, 814, 696, 651
cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C22H28N2O3SNa) 423.1713,
found 423.1716.
2.1d 4-Nitro-N-(1-oxo-4-phenyl-1-(pyrrolidin-1-yl)butan-2-yl)benzenesulfonamide