2-(Tributylstannyl)pyridine → HCID 90412016, compound

HRID 2175984Notes

Reaction equation

HRID 2175984 reaction equation
FC1C(I)=C(C(N2[C@@H:14]3[CH2:15]C[C@H]2[C@H:12]([NH:17][C:18]2N=CC(C(F)(F)F)=CN=2)[CH2:13]3)=O)C=CC=1.I[C:30]1[C:35]([CH3:36])=[CH:34][CH:33]=[CH:32][C:31]=1[C:37]([N:39]1[C@@H:43]2[CH2:44][CH2:45][C@H:40]1[C@H:41]([NH:46][C:47]1[N:52]=[CH:51][C:50]([C:53]([F:56])([F:55])[F:54])=[CH:49][N:48]=1)[CH2:42]2)=[O:38].C([Sn](CCCC)(CCCC)C1OC=CN=1)CCC.C([Sn](CCCC)(CCCC)C1C=CC=CN=1)CCC>>[CH3:36][C:35]1[C:30]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:18][N:17]=2)=[C:31]([C:37]([N:39]2[C@@H:43]3[CH2:44][CH2:45][C@H:40]2[C@H:41]([NH:46][C:47]2[N:52]=[CH:51][C:50]([C:53]([F:56])([F:55])[F:54])=[CH:49][N:48]=2)[CH2:42]3)=[O:38])[CH:32]=[CH:33][CH:34]=1

Participants

5

Reactant 4

HCID 6077842-(Tributylstannyl)pyridineHCID 154861832-(Tri-n-butylstannyl)oxazoleHCID 90412473HCID 90412473, compoundHCID 90412891HCID 90412891, compound

Product 1

HCID 90412016HCID 90412016, compound

Procedure

Prepared analogous to Example 284 substituting title compound of Example 277 with title compound of Example 276 and 2-(tributylstannyl)oxazole with 2-(tributylstannyl)pyridine. MS (ESI) mass calcd. for: C24H22F3N5O, 453.2 m/z found 454.2 [M+H]+. 1H NMR (400 MHz, Chloroform-d) 8.72-8.66 (m, 1H), 8.45 (s, 0.5H), 8.39 (s, 1.5H), 7.86-7.75 (m, 1H), 7.52-7.44 (m, 1H), 7.38-7.20 (m, 4.2H), 7.18-7.12 (m, 0.8H), 4.72-4.65 (m, 0.8H), 4.49-4.45 (m, 0.2H), 4.32 (s, 0.8H), 4.03-3.95 (m, 1H), 3.88-3.83 (m, 0.2H), 2.26 (s, 2.2H), 2.23 (s, 0.8H), 2.16 (dd, J=12.8, 7.9 Hz, 0.8H), 1.98-1.08 (m, 5.2H).

Sources & evidence

ORD record
ord-2ab08790f8904629b356c7067b9d36dc
Source dataset
uspto-grants-2015_06
Patent number
US09062078B2

Reaction notes

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