HCID 68899458, compound → 1-(3-{[6-(4-Fluorophenyl)naphthalen-2-yl]sulfonyl}pyridin-4-yl)cyclobutanol

HRID 735360Notes

Reaction equation

HRID 735360 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1([OH:12])[CH2:11][CH2:10][CH2:9]1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[C:22]3[C:27](=[CH:28][CH:29]=2)[CH:26]=[C:25]([S:30]([O-:32])=[O:31])[CH:24]=[CH:23]3)=[CH:16][CH:15]=1.[Na+]>>[F:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[C:22]3[C:27](=[CH:28][CH:29]=2)[CH:26]=[C:25]([S:30]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][C:7]=2[C:8]2([OH:12])[CH2:11][CH2:10][CH2:9]2)(=[O:32])=[O:31])[CH:24]=[CH:23]3)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 68899458HCID 68899458, compoundHCID 68900681Sodium 6-(4-fluorophenyl)naphthalene-2-sulfinate

Product 1

HCID 689011481-(3-{[6-(4-Fluorophenyl)naphthalen-2-yl]sulfonyl}pyridin-4-yl)cyclobutanol

Procedure

Prepared according to the method of Example 6 Step 4 using 1-(3-bromopyridin-4-yl)cyclobutanol and sodium 6-(4-fluorophenyl)naphthalene-2-sulfinate. 1H NMR (500 MHz, CDCl3): δ 8.91 (1H, s), 8.77 (1H, d, J=4.9 Hz), 8.54 (1H, s), 8.08-8.02 (3H, m), 7.88-7.82 (2H, m), 7.69 (2H, dd, J=5.2, 8.7 Hz), 7.42 (1H, d, J=5.1 Hz), 7.21 (2H, t, J=8.6 Hz), 4.74 (1H, s), 2.59-2.45 (4H, m), 2.35-2.27 (1H, m), 1.76-1.68 (1H, m). m/z (ES+) 434 [MH+].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-05a9c5a9186849cb88d2b2dcfee63fed
Source dataset
uspto-grants-2009_09
Patent number
US07592456B2

Reaction notes

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