1,3-Dibromopropane → HCID 11210975, compound

HRID 993317Notes

Reaction equation

HRID 993317 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([OH:23])=[N:10][NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.Br[CH2:25][CH2:26][CH2:27]Br>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[N:11][N:10]3[CH2:27][CH2:26][CH2:25][O:23][C:9]=23)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 80011,3-DibromopropaneHCID 178504700HCID 178504700, compound

Product 1

HCID 11210975HCID 11210975, compound

Procedure

Alternatively, the desired compound was prepared according to the method of Example 5D, starting with 4-(4-fluorophenyl)-3-hydroxy-5-(4-(methylsulphonyl)phenyl)-pyrazole and substituting 1,3-dibromopropane in place of 1,2-dibromo ethane (yield: 150 mg, 81%). MS (APCI+) m/z 373 (M+H)+; (APCI−) m/z 371 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ2.27 (m, 2H), 3.23 (s, 3H), 4.20 (t, J=7 Hz, 2H), 4.38 (d, J=7 Hz, 2H), 7.20 (m, 4H), 7.60 (d, J=9 Hz, 2H), 7.87 (d, J=9 Hz, 2H); Anal. calc. for C19H17FN2O3S; C, 61.27; H, 4.60; N, 7.52. Found: C, 60.93; H, 4.48; N, 7.34.

Sources & evidence

ORD record
ord-cb645eb4cacc4587ad024a3f7f2a903a
Source dataset
uspto-grants-2002_10
Patent number
US06472416B1

Reaction notes

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