2-Oxo-1-pyrrolidinepropanal → HCID 69481509, compound

HRID 2364461Notes

Reaction equation

HRID 2364461 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[CH2:26][CH2:25][CH2:24][N:23]1[CH2:27][CH2:28][CH:29]=O>>[F:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][C:6]2[CH:7]=[C:2]([NH:1][CH2:29][CH2:28][CH2:27][N:23]3[CH2:24][CH2:25][CH2:26][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 212765642-Oxo-1-pyrrolidinepropanalHCID 42637772Ethyl 3-amino-5-(4-fluorobenzyl)picolinate

Product 1

HCID 69481509HCID 69481509, compound

Procedure

This compound was prepared from ethyl 3-amino-5-[(4-fluorophenyl)methyl]-2-pyridinecarboxylate and 3-(2-oxo-1-pyrrolidinyl)propanal employing methods similar to those described in Example 265 and was obtained as a clear oil. 1H NMR (400 MHz, CDCl3) δ 7.81 (d, J=1.6 Hz, 1 H), 7.71 (br, 1 H), 7.07 (dd, J=8.5, 5.4 Hz, 2 H), 6.92 (t, J=8.6 Hz, 2 H), 6.74 (d, J=1.3 Hz, 1 H), 4.35 (q, J=7.1 Hz, 2 H), 3.86 (s, 2 H), 3.35-3.29 (m, 4 H), 3.10 (m, 2 H), 2.33 (t, J=8.2 Hz, 2 H), 1.96 (m, 2 H), 1.79 (m, 2 H), 1.35 (t, J=7.2 Hz, 3 H); MS m/z 400 (M+H)+.

Workup

  1. customwas obtained as a clear oil

Sources & evidence

ORD record
ord-7b1f14c4269b4336b67c988258c8f37c
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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