3-Iodoaniline → 2-[2-(3-iodophenyl)-2H-tetrazol-5-yl]pyridine

HRID 734255Notes

Reaction equation

HRID 734255 reaction equation
CN1CCN([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N:13]3[N:17]=[N:16][C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=4)=[N:14]3)[CH:8]=2)C1=O.[I:25]C1C=C(C=CC=1)N.N1C=CC=CC=1C=O>>[I:25][C:7]1[CH:8]=[C:9]([N:13]2[N:17]=[N:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[N:14]2)[CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 122713-IodoanilineHCID 142732-PyridinecarboxaldehydeHCID 98619111-methyl-3-[3-(5-pyridin-2-yl-2H-tetrazol-2-yl)phenyl]imidazolidin-2-one

Product 1

HCID 99244722-[2-(3-iodophenyl)-2H-tetrazol-5-yl]pyridine

Procedure

Following the procedure described in EXAMPLE 1 for the synthesis of 1-methyl-3-[3-(5-pyridin-2-yl-2H-tetrazol-2-yl)phenyl]imidazolidin-2-one, but using 3-iodoaniline (11 g, 50 mmol) and pyridine-2-carboxaldehyde (4.7 mL, 50 mmol), 2-[2-(3-iodophenyl)-2H-tetrazol-5-yl]pyridine was obtained as a biege solid. 1H-NMR (CDCl3, 300 MH) δ NMR 8.92 (d, 1H), 8.69 (m, 1H), 8.44 (d, 1H), 8.30 (d, 1H), 8.03-8.06 (m, 1H), 7.87-7.88 (m, 1H), 7.56-7.59 (m, 1H), 7.32-7.35 (m, 1H).

Sources & evidence

ORD record
ord-09db8a839ed14bad85b6b01d81afd31f
Source dataset
uspto-grants-2009_09
Patent number
US07592337B2

Reaction notes

Loading…