Bromocyclopentane → HCID 11494680, compound

HRID 2422049Notes

Reaction equation

[CH2:1]([NH:8][C:9]1[C:10](=[O:26])[N:11]([C:22]([CH3:25])([CH3:24])C)[S:12](=[O:21])(=[O:20])[C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:28]1CCC[CH2:29]1>>[CH2:1]([NH:8][C:9]1[C:10](=[O:26])[N:11]([CH:22]2[CH2:24][CH2:29][CH2:28][CH2:25]2)[S:12](=[O:20])(=[O:21])[C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 8728Bromocyclopentane

HCID 11595836HCID 11595836, compound

Product 1

HCID 11494680HCID 11494680, compound

Procedure

The title compound was prepared from 4-(benzylamino)-2-tert-butyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide (Example 23) and bromocyclopentane in a similar way as described for Example 2 and 3. 1H NMR (500 MHz, CDCl3): δ 7.48-7.36 (m, 5H), 7.31-7.26 (m, 3H), 7.04-6.99 (m, 2H), 5.61-5.53 (m, 1H), 4.39 (p, 1H), 4.05 (d, 2H), 2.27-2.10 (m, 4H), 1.97-1.87 (m, 2H), 1.7-1.6 (m, 2H); 13C NMR (125 MHz, CDCl3): δ 158.8, 136.5, 135.2, 131.7, 129.8, 128.9, 128.7, 128.1, 127.4, 124.9, 107.9, 55.2, 48.3, 29.4, 24.1; Mass Spectrum: M−H+ 383.

Sources & evidence

ORD record: ord-1bc48c069f9c4c20943628bea24e8dcc
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960380B2

Reaction notes

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