Pyridine, 2-methyl-5-(trimethylstannyl)- → HCID 25133107, compound

HRID 31105Notes

Reaction equation

HRID 31105 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[C:7](I)[CH:8]=[CH:9][CH:10]=2)[N:5]=[N:4][C:3]=1[C:13]([NH:15][CH2:16][CH2:17][CH3:18])=[O:14].[CH3:19][C:20]1[CH:25]=[CH:24][C:23]([Sn](C)(C)C)=[CH:22][N:21]=1>>[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([C:23]3[CH:22]=[N:21][C:20]([CH3:19])=[CH:25][CH:24]=3)[CH:8]=[CH:9][CH:10]=2)[N:5]=[N:4][C:3]=1[C:13]([NH:15][CH2:16][CH2:17][CH3:18])=[O:14]

Participants

3

Reactant 2

HCID 10538966Pyridine, 2-methyl-5-(trimethylstannyl)-HCID 140123274-amino-8-iodo-N-propyl-cinnoline-3-carboxamide

Product 1

HCID 25133107HCID 25133107, compoundYield 76.5%

Procedure

Using method C, 4-amino-8-iodo-N-propyl-cinnoline-3-carboxamide (178 mg, 0.500 mmol) and 2-methyl-5-(trimethylstannyl)pyridine (270 mg, 1.058 mmol) were reacted to afford the title compound (123 mg, 76% yield). 1H NMR (300 MHz, CDCl3) δ 8.75 (bs, 1H), 8.55 (br, 1H), 8.03 (m, 1H), 7.91 (m, 1H), 7.84-7.70 (m, 2H), 7.30 (m, 1H), 3.47 (apparent quartet, J=7.0 Hz, 2H), 2.64 (s, 3H), 1.67 (apparent sextet, J=7.0 Hz, 2H), 1.01 (t, J=7.0 Hz, 3H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-41a2520f6e7c47679af3b2be550ecea0
Source dataset
uspto-grants-2008_09
Patent number
US07425556B2

Reaction notes

Loading…