Tri(butyl)vinyltin → HCID 59853085, compound

HRID 2373996Notes

Reaction equation

HRID 2373996 reaction equation
[F:1][C:2]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH2:11])[C:6]=1I.[CH2:20](C([Sn])=C(CCCC)CCCC)[CH2:21]CC>>[F:1][C:2]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH2:11])[C:6]=1[CH:20]=[CH2:21]

Participants

3

Reactant 2

HCID 53438229Tri(butyl)vinyltinHCID 598529884-(2-Fluoro-4-nitrophenoxy)-3-iodo-2-pyridinamine

Product 1

HCID 59853085HCID 59853085, compound

Procedure

The title compound was prepared from 4-(2-fluoro-4-nitrophenoxy)-3-iodopyridin-2-amine and tributylvinyltin via a Stille coupling reaction in the same manner as described in Step B of Example 33. 1H NMR (DMSO-d6) δ 8.35 (dd, 1H, J=10.7, 3.1 Hz), 8.09 (d, 1H, J=9.2 Hz), 7.85 (d, 1H, J=5.6 Hz), 7.31-7.15 (m, 1H), 6.54 (dd, 1H, J=17.8, 11.7 Hz), 6.24 (br s, 2H), 6.20 (d, 1H, J=5.6 Hz), 5.71 (d, 1H, J=17.8 Hz), 5.46 (d, 1H, J=11.7 Hz); MS(ESI+): m/z 276.17 (M+H)+.

Sources & evidence

ORD record
ord-1a7ae46f35a842c0965057d650e8448b
Source dataset
uspto-grants-2008_12
Patent number
US07459562B2

Reaction notes

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