HCID 7021083, compound → HCID 86612798, compound

HRID 2364516Notes

Reaction equation

HRID 2364516 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:34])=[C:14]([C:29](OCC)=[O:30])[C:15](=[O:28])[N:16]3[CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][C:22]3=[O:27])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[NH2:35][C@@H:36]([CH3:45])[CH2:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:34])=[C:14]([C:29]([NH:35][C@@H:36]([CH3:45])[CH2:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[O:30])[C:15](=[O:28])[N:16]3[CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][C:22]3=[O:27])=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7021083HCID 7021083, compoundHCID 69482570Ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 86612798HCID 86612798, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 1,1-dimethylethyl (3S)-3-aminobutanoate using methods similar to Example 563 to provide an orange solid: 1H NMR (300 MHz, DMSO-d6) δ ppm 1.25 (d, J=6.74 Hz, 3 H), 1.39 (s, 9 H), 1.52-1.67 (m, 4 H), 1.99-2.11 (m, 2 H), 2.52-2.58 (m, 2 H), 3.19-3.30 (m, 2 H), 3.49 (t, J=6.84 Hz, 2 H), 4.16 (s, 2 H), 4.35-4.42 (m, 3 H), 7.11-7.17 (m, 2 H), 7.41 (m, 2 H), 8.20 (d, J=1.47 Hz, 1 H), 8.57 (d, J=1.68 Hz, 1 H), 10.41 (d, J=8.21 Hz, 1 H), 17.06 (d, J=5.26 Hz, 1 H); ES+ MS: 581 (M+H+).

Workup

  1. customto provide an orange solid

Sources & evidence

ORD record
ord-3fe27c388596408aa2a1deeef970da5b
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

Loading…