Methyl 6-aminonicotinate → HCID 71495430, compound

HRID 588061Notes

Reaction equation

HRID 588061 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.F[C:13]1[CH:27]=[CH:26][C:16]([CH2:17][N:18]2[CH2:23][CH2:22]O[CH:20]([CH2:24][NH2:25])[CH2:19]2)=[CH:15][CH:14]=1>>[CH2:17]([N:18]1[CH2:23][CH2:22][CH:24]([NH:25][C:4]2[C:5]([C:6]([NH:1][C:2]3[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=3)=[O:7])=[CH:10][CH:11]=[CH:2][N:3]=2)[CH2:20][CH2:19]1)[C:16]1[CH:26]=[CH:27][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 737487Methyl 6-aminonicotinateHCID 102427352-Aminomethyl-4-(4-fluorobenzyl)morpholine

Product 1

HCID 71495430HCID 71495430, compoundYield 28.6%

Procedure

The title compound was prepared in the same manner as in Example 32, with the exception that methyl 6-aminonicotinate, instead of 4-(4-fluorobenzyl)morpholin-2-ylmethylamine, was used in the same molar amount (Total yield: 28.6%). 1H NMR (CDCl3) δ 8.92 (s, 1H), 8.63 (s, 1H), 8.35 (s, 1H), 8.29 (d, 1H), 8.18 (d, 1H), 7.78 (d, 1H), 7.35 (m, 5H), 6.53 (m, 1H), 4.13 (m, 1H), 3.97 (s, 3H), 3.56 (s, 2H), 2.86 (d, 2H), 2.28 (t, 2H), 2.09 (d, 2H), 1.65 (m, 2H) ppm.

Sources & evidence

ORD record
ord-6a434f7fbbcb4801813057e2a6db2607
Source dataset
uspto-grants-2016_01
Patent number
US09227955B2

Reaction notes

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