2-(Tributylstannyl)furan → HCID 18406842, compound

HRID 1016424Notes

Reaction equation

HRID 1016424 reaction equation
C([Sn](CCCC)(CCCC)[C:6]1[O:7][CH:8]=[CH:9][CH:10]=1)CCC.Br[C:20]1[C:21]([O:36][CH2:37][C:38]2[N:39]([CH2:43][CH3:44])[N:40]=[CH:41][N:42]=2)=[N:22][N:23]2[C:28]=1[CH:27]=[N:26][N:25]=[C:24]2[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[F:35]>>[CH2:43]([N:39]1[C:38]([CH2:37][O:36][C:21]2[C:20]([C:6]3[O:7][CH:8]=[CH:9][CH:10]=3)=[C:28]3[N:23]([C:24]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[F:35])=[N:25][N:26]=[CH:27]3)[N:22]=2)=[N:42][CH:41]=[N:40]1)[CH3:44]

Participants

3

Reactant 2

HCID 43936882-(Tributylstannyl)furanHCID 18406952HCID 18406952, compound

Product 1

HCID 18406842HCID 18406842, compoundYield 59%

Procedure

This was prepared in 59% yield using a similar procedure to that described in Example 53 except using 2-(tributylstannyl)furan instead of 2-(tributylstannyl)pyridine and 3-bromo-2-(2-ethyl-2H-[1,2,4]triazol-3-ylmethoxy)-7-(2-fluorophenyl)pyrazolo[1,5-d][1,2,4]triazine instead of 3-bromo-7-(2-fluorophenyl)-2-(2-methyl-2H-[1,2,4]triazol-3-ylmethoxy)-pyrazolo[1,5-d][1,2,4]triazine. Data for title compound: mp=182-183° C. (CH2Cl2-EtOAc); 1H NMR (360 MHz, CDCl3) δ 1.39 (3H, t, J=7.3 Hz), 4.17 (2H, q, J=7.3 Hz), 5.59 (2H, s), 6.51 (1H, m), 6.70 (1H, m), 7.28 (1H, m), 7.39 (1H, dt, J=7.6 and 0.9 Hz), 7.56 (1H, m), 7.65 (1H, m), 7.81 (1H, m), 7.90 (1H, s), 9.69 (1H, s); MS (ES+) m/e 406 [MH]+; Anal. Found C, 58.57; H, 4.08; N, 23.87%. C20H16FN7O2.0.3H2O requires C, 58.48; H, 4.07; N, 23.87%.

Workup

  1. customThis was prepared in 59% yield

Sources & evidence

ORD record
ord-c5c30e6109eb495b986c8f3eed263116
Source dataset
uspto-grants-2002_11
Patent number
US06476030B1

Reaction notes

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