HCID 22285319, compound → 7-(1,1-Difluoroethyl)-3-[4-fluoro-3-(pyridin-4-yl)phenyl]imidazo[1,2-alpha]pyrimidine

HRID 2183983Notes

Reaction equation

HRID 2183983 reaction equation
[F:1][C:2]([C:5]1[CH:10]=[CH:9][N:8]2[C:11]([Sn](CCCC)(CCCC)CCCC)=[CH:12][N:13]=[C:7]2[N:6]=1)([F:4])[CH3:3].Br[C:28]1[CH:29]=[CH:30][C:31]([F:40])=[C:32]([C:34]2[CH:39]=[CH:38][N:37]=[CH:36][CH:35]=2)[CH:33]=1>>[F:4][C:2]([C:5]1[CH:10]=[CH:9][N:8]2[C:11]([C:28]3[CH:29]=[CH:30][C:31]([F:40])=[C:32]([C:34]4[CH:39]=[CH:38][N:37]=[CH:36][CH:35]=4)[CH:33]=3)=[CH:12][N:13]=[C:7]2[N:6]=1)([F:1])[CH3:3]

Participants

3

Reactant 2

HCID 22285319HCID 22285319, compoundHCID 697094827-(1,1-Difluoroethyl)-3-tributylstannylimidazo[1,2-alpha]pyrimidine

Product 1

HCID 102695307-(1,1-Difluoroethyl)-3-[4-fluoro-3-(pyridin-4-yl)phenyl]imidazo[1,2-alpha]pyrimidine

Procedure

7-(1,1-Difluoroethyl)-3-tributylstannylimidazo[1,2-α]pyrimidine was reacted with 4-(5-bromo-2-fluorophenyl)pyridine following the procedure described in Example 32 to give 7-(1,1-difluoroethyl)-3-[4-fluoro-3-(pyridin-4-yl)phenyl]imidazo[1,2-α]pyrimidine as a white solid: δH (360 MHz, CDCl3) 2.16 (1H, t, J 19), 7.31 (1H, d, J 7), 7.43 (1H, dd, J 10 and 8), 7.54 (2H, dd, J 6 and 1), 7.57-7.66 (2H, m), 8.00 (1H, s), 8.67 (1H, d, J 7), 8.74 (2H, d, J 6); m/z (ES+) 355 (M++H).

Sources & evidence

ORD record
ord-03d754ac46074fdc9d4988f7edec4d83
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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