4-Fluorobenzenesulfonyl chloride → HCID 59489546, compound

HRID 1879207Notes

Reaction equation

HRID 1879207 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[CH:20]=[CH:19][N:18]([CH2:21][CH2:22][NH2:23])[N:17]=3)=[N:13][C:12]=2[CH3:24])=[O:10])[CH:2]=1.[F:25][C:26]1[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[CH:20]=[CH:19][N:18]([CH2:21][CH2:22][NH:23][S:32]([C:29]4[CH:30]=[CH:31][C:26]([F:25])=[CH:27][CH:28]=4)(=[O:34])=[O:33])[N:17]=3)=[N:13][C:12]=2[CH3:24])=[O:10])[CH:2]=1

Participants

3

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 86645561HCID 86645561, compound

Product 1

HCID 59489546HCID 59489546, compound

Procedure

The title compound was prepared from 2-[1-(2-amino-ethyl)-1H-pyrazol-3-yl]-4-methyl-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide) and 4-fluoro-benzenesulfonyl chloride as describe in Example 81 and isolated as a white solid (0.052 g, 37% yield). 1H NMR (400 MHz, CDCl3) δ 8.62 (s, 1H), 8.56 (d, J=4 Hz, 1H), 7.83-7.87 (m, 2H), 7.73 (d, J=8 Hz, 1H), 7.42 (d, J=2 Hz, 1H), 7.27-7.33 (m, 1H), 7.16 (t, J=8 Hz, 2H), 6.79 (d, J=2 Hz, 1H), 6.09-6.14 (bm, 1H), 5.36 (bs, 1H), 4.64 (d, J=8 Hz, 2H), 4.25-4.29 (m, 2H), 3.47 (bs, 2H), 2.74 (s, 3H); MS (M+H)+=500.8; Rt=1.08 min; HRMS (M+H)+=501.12.

Sources & evidence

ORD record
ord-caa6ac7d136a4bc188cefb9f884b9ca8
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

Loading…