3-(Tributylstannyl)pyridine → HCID 10109026, compound

HRID 2183925Notes

Reaction equation

HRID 2183925 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]2[N:13]3[CH:14]=[CH:15][C:16]([C:18]([F:21])([F:20])[F:19])=[N:17][C:12]3=[N:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[F:8].C([Sn](CCCC)(CCCC)[C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1)CCC>>[F:8][C:7]1[CH:6]=[CH:5][C:4]([C:9]2[N:13]3[CH:14]=[CH:15][C:16]([C:18]([F:21])([F:20])[F:19])=[N:17][C:12]3=[N:11][CH:10]=2)=[CH:3][C:2]=1[C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 34838483-(Tributylstannyl)pyridineHCID 69708751HCID 69708751, compound

Product 1

HCID 10109026HCID 10109026, compound

Procedure

3-(3-Bromo-4-fluorophenyl)-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 3-tri-n-butylstannylpyridine as described in Example 32 to give 3-[4-fluoro-3-(pyridin-3-yl)phenyl]-7-trifluoromethylimidazo[1,2-α]pyrimidine: δH (400 MHz, DMSO) 7.51 (1H, d, J 7), 7.53-7.64 (2H, m), 7.85-7.89 (1H, m), 8.03 (1H, dd, J 7 and 2), 8.12 (1H, dd, J 8 and 2), 8.34 (1H, s), 8.66 (1H, dd, J 5 and 2), 8.90 (1H, t, J 2), 9.38 (1H, d, J 7); m/z (ES+) 359 (M++H).

Sources & evidence

ORD record
ord-b7cf22afd87f490bb7b927ad769385b6
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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