2,6-Dimethoxypyridin-3-amine → HCID 86709738, compound

HRID 2174605Notes

Reaction equation

HRID 2174605 reaction equation
[C:1]1([C@@H:7]2[C:9]3([CH2:13][CH2:12][CH2:11][CH2:10]3)[C@H:8]2[C:14](O)=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17][O:18][C:19]1[C:24]([NH2:25])=[CH:23][CH:22]=[C:21]([O:26][CH3:27])[N:20]=1>>[CH3:17][O:18][C:19]1[C:24]([NH:25][C:14]([C@@H:8]2[C:9]3([CH2:13][CH2:12][CH2:11][CH2:10]3)[C@H:7]2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:15])=[CH:23][CH:22]=[C:21]([O:26][CH3:27])[N:20]=1

Participants

3

Reactant 2

HCID 5930052,6-Dimethoxypyridin-3-amineHCID 86709739HCID 86709739, compound

Product 1

HCID 86709738HCID 86709738, compoundYield 53.1%

Procedure

trans-2-Phenylspiro[2.4]heptane-1-carboxylic acid (300 mg, 1.39 mmol) and 2,6-dimethoxy-pyridin-3-ylamine (214 mg, 1.39 mmol) were reacted as described under General Procedure D to furnish the title compound (260 mg, 52%) as a purple solid. 1H NMR (300 MHz, CDCl3) δ 8.54 (d, J=8.2 Hz, 1H), 7.61 (br s, 1H), 7.32-7.14 (m, 5H), 6.30 (d, J=8.2 Hz, 1H), 4.02 (s, 3H), 3.89 (s, 3H), 2.87 (d, J=5.7 Hz, 1H), 2.05 (d, J=5.7 Hz, 1H), 1.93-1.90 (m, 2H), 1.67-1.42 (m, 6H). mp 131-133° C. ESIMS m/z [M+H]+ 353.2.

Sources & evidence

ORD record
ord-10a32101efd94033890a4e35b59fb530
Source dataset
uspto-grants-2015_06
Patent number
US09062013B2

Reaction notes

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