Ethyl 3-amino-5-(4-fluorobenzyl)picolinate → HCID 69480936, compound

HRID 2364556Notes

Reaction equation

HRID 2364556 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]=[C:22]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][N:23]1[CH2:29][CH2:30][CH:31]=O>>[F:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][C:6]2[CH:7]=[C:2]([NH:1][CH2:31][CH2:30][CH2:29][N:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:22]3=[O:21])[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:4][CH:5]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 42637772Ethyl 3-amino-5-(4-fluorobenzyl)picolinateHCID 63039436HCID 63039436, compound

Product 1

HCID 69480936HCID 69480936, compound

Procedure

This compound was prepared from ethyl 3-amino-5-(4-fluorobenzyl)-2-pyridinecarboxylate and 3-(2-oxohexahydro-1H-azepin-1-yl)propanal using methods similar to Example 669: step 4 to provide a clear oil: 1H NMR (300 MHz, DMSO-d6) δ ppm 1.28 (t, J=7.09 Hz, 3 H), 1.47-1.58 (m, 4 H), 1.58-1.74 (m, 4 H), 2.36-2.44 (m, 2 H), 3.15 (q, J=6.74 Hz, 2 H), 3.28-3.38 (m, 4 H), 3.94 (s, 2 H), 4.26 (q, J=7.07 Hz, 2 H), 7.07-7.16 (m, 3 H), 7.27-7.34 (m, 2 H), 7.62 (t, J=5.62 Hz, 1 H), 7.77 (d, J=1.82 Hz, 1 H); ES+ MS: 428 (M+H+).

Workup

  1. customto provide a clear oil

Sources & evidence

ORD record
ord-a9f82cb5d3e0458881d4abd082e5aec0
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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