Ethyl 3-amino-5-(4-fluorobenzyl)picolinate → HCID 69480935, compound

HRID 2364363Notes

Reaction equation

HRID 2364363 reaction equation
[NH2:1][C:2]1[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:4][CH:5]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH:7]=1.[O:21]=[S:22]1(=[O:30])[CH2:26][CH2:25][CH2:24][N:23]1[CH2:27][CH:28]=O>>[O:21]=[S:22]1(=[O:30])[CH2:26][CH2:25][CH2:24][N:23]1[CH2:27][CH2:28][NH:1][C:2]1[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:4][CH:5]=[C:6]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 42637772Ethyl 3-amino-5-(4-fluorobenzyl)picolinateHCID 62025821HCID 62025821, compound

Product 1

HCID 69480935HCID 69480935, compound

Procedure

This compound was prepared from ethyl 3-amino-5-[(4-fluorophenyl)methyl]-2-pyridinecarboxylate and (1,1-dioxido-2-isothiazolidinyl)acetaldehyde employing methods similar to those described in Example 265 and was obtained as a brownish oil. 1H NMR (400 MHz, CDCl3) δ 7.92 (s, 1 H), 7.89 (br, 1 H), 7.14 (dd, J=8.4, 5.4 Hz, 2 H), 6.98 (t, J=8.6 Hz, 2 H), 6.92 (s, 1 H), 4.41 (q, J=7.2 Hz, 2 H), 3.91 (s, 2 H), 3.41 (m, 2 H), 3.29-3.24 (m, 4 H), 3.13 (t, J=7.7 Hz, 2 H), 2.31 (m, 2 H), 1.41 (t, J=7.0 Hz, 3 H); MS m/z 422 (M+H)+.

Workup

  1. customwas obtained as a brownish oil

Sources & evidence

ORD record
ord-acaea3e95cd0440fbedbe518dfb70b8b
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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