(Iodomethyl)cyclopentane → HCID 22609911, compound

HRID 1369441Notes

Reaction equation

HRID 1369441 reaction equation
[CH:1]1([CH2:6]I)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[N:19]2[N:20]=[C:21]([O:25][CH2:26][C:27]3[N:28]([CH3:32])[N:29]=[CH:30][N:31]=3)[C:22](I)=[CH:23][C:18]2=[N:17][N:16]=1>>[CH:1]1([CH2:6][C:22]2[C:21]([O:25][CH2:26][C:27]3[N:28]([CH3:32])[N:29]=[CH:30][N:31]=3)=[N:20][N:19]3[C:15]([C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[F:8])=[N:16][N:17]=[C:18]3[CH:23]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2762531(Iodomethyl)cyclopentaneHCID 22609889HCID 22609889, compound

Product 1

HCID 22609911HCID 22609911, compound

Procedure

This compound was prepared using the procedure described in Example 27 Step c) with cyclopentylmethyl iodide used instead of neopentyl iodide and 3-(2-fluorophenyl)-7-iodo-6-(2-methyl-2H-1,2,4-triazol-3-ylmethoxy)-1,2,4-triazolo[4,3-b]pyridazine used instead of 7-bromo-3-(2-fluorophenyl)-6-(2-methyl-2H-1,2,4-triazol-3-ylmethoxy)-1,2,4-triazolo[4,3-b]pyridazine. Data for the title compound: m.p. 135-137° C.; 1H NMR (360 MHz, CDCl3) δ1.18-1.28 (2H, m), 1.36-1.74 (4H, m), 1.76-1.86 (2H, m), 2.16-2.28 (1H, m), 2.66 (2H. d, J=7 Hz), 3.84 (3H, s), 5.49 (2H, s), 7.25-7.30 (1H, m), 7.36 (1H, dd, J=7 and 7 Hz), 7.50-7.60 (1H, m), 7.82-7.86 (2H, m), 7.89 (1H, s); MS (ES+) m/e 382 [MH]+. Anal. Found C, 60.85; H, 5.38%. C21H22FN7O.0.4H2O requires C, 60.83; H, 5.54%.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-33a42b99545f40a380a0ab142dacfda4
Source dataset
uspto-grants-2003_06
Patent number
US06579875B1

Reaction notes

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