4 Experimental Data
45
2.1p N-(7-Cyano-1-oxo-1-(pyrrolidin-1-yl)hexan-2-yl)-N,4-dimethylbenzenesulfonamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:9-7:3) yielded the product
(32.5 mg, 47%) as a pale yellow liquid.
1
H NMR (400 MHz, CDCl3): δ = 7.65 (d, J = 8.2 Hz, 2H
24,28
), 7.31 (d, J =
8.2 Hz, 2H
25,27
), 4.62 (dd, J = 8.9, 6.1 Hz, 1H
1
), 3.85–3.77 (m, 1H
6
), 3.51–3.28
(m, 3H
6,9
), 2.87 (s, 3H
11
), 2.43 (s, 3H
29
), 2.28 (t, J = 7.1 Hz, 2H
12
), 2.01–1.93 (m,
2H
Alk
), 1.89–1.76 (m, 3H
Alk
), 1.72–1.49 (m, 3H
Alk
), 1.39–1.31 (m, 2H
Alk
) ppm;
13
C
NMR (100 MHz, CDCl3): δ = 167.6 (C
2
), 143.8 (C
21
), 136.3 (C
26
), 129.9
(2CH
24,28
), 127.3 (2CH
25,27
), 119.5 (C
12
), 56.9 (CH
1
), 46.8 (CH2
6
), 46.2 (CH2
9
),
30.4 (CH3
11
), 27.3 (CH2
Alk
), 26.3 (CH2
Alk
), 25.4 (CH2
Alk
), 25.2 (CH2
Alk
), 24.2
(CH2
Alk
), 21.7 (CH3
29
), 17.1 (CH2
10
) ppm; IR (neat):
= 2950, 2875, 2246, 1641,
1444, 1334, 1156, 1088, 816, 714, 653 cm
-1
; HRMS (ESI): m/z calculated for
[M+Na]
+
(C19H27N3O3SNa) 400.1665, found 400.1672.
2.1q N-(6-Chloro-1-oxo-1-(pyrrolidin-1-yl)hexan-2-yl)-N,4-dimethylbenzenesulfonamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:1) yielded the product
(51.2 mg, 66%) as a pale yellow liquid.