4 Experimental Data
41
2.1j N-Methyl-2-nitro-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 = 1:4-7:3) yielded the product
(69.0 mg, 80%) as a pale yellow solid.
1
H NMR (400 MHz, CDCl3): δ = 7.94–7.90 (m, 1H
Ar
), 7.71–7.60 (m, 3H
Ar
),
7.30–7.12 (m, 5H
Ar
), 4.75 (apt, J = 7.4 Hz, 1H
1
), 3.70–3.61 (m, 1H
6
), 3.44–3.37
(m, 2H
9
), 3.31–3.23 (m, 1H
6
), 3.14 (s, 3H
11
), 2.71–2.56 (m, 2H
Alk
), 2.21–2.12 (m,
1H
Alk
), 1.95–1.78 (m, 5H
Alk
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 168.3 (C
2
),
148.2 (C
24
), 140.7 (C
Ar
), 133.6 (CH
Ar
), 132.6 (C
Ar
), 131.7 (CH
Ar
), 130.7 (CH
Ar
),
128.6 (2CH
Ar
), 128.5 (2CH
Ar
), 126.3 (CH
Ar
), 124.3 (CH
Ar
), 56.6 (CH
1
), 46.5
(C2H
6
), 46.1 (C2H
9
), 32.2 (CH2
Alk
), 31.0 (CH3
11
), 30.9 (CH2
Alk
), 26.2 (CH2
Alk
), 24.1
(CH2
Alk
) ppm; IR (neat):
= 3064, 3025, 2951, 2875, 1637, 1542, 1440, 1370,
1348, 1161, 937, 851, 729, 700 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C21H25N3O5SNa) 454.1407, found 454.1412.
2.1k N-Methyl-N-(1-oxo-4-phenyl-1-(pyrrolidin-1-yl)butan-2-yl)naphthalene-2sulfonamide