1-Amino-2-propanol → HCID 69482008, compound

HRID 2364487Notes

Reaction equation

HRID 2364487 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][CH2:21][N:22]3[CH2:26][CH2:25][CH2:24][C:23]3=[O:27])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[NH2:35][CH2:36][CH:37]([OH:39])[CH3:38]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:34])=[C:14]([C:29]([NH:35][CH2:36][CH:37]([OH:39])[CH3:38])=[O:30])[C:15](=[O:28])[N:16]3[CH2:19][CH2:20][CH2:21][N:22]3[CH2:26][CH2:25][CH2:24][C:23]3=[O:27])=[N:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 41-Amino-2-propanolHCID 69482189HCID 69482189, compound

Product 1

HCID 69482008HCID 69482008, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[3-(2-oxo-1-pyrrolidinyl)propyl]-l ,2-dihydro-1,5-naphthyridine-3-carboxylate and 1-amino-2-propanol employing methods similar to those described in Example 202. 1H NMR (400 MHz, CDCl3) δ 10.36 (t, J=5.8 Hz, 1 H), 8.52 (s, 1 H), 7.38 (s, 1 H), 7.16 (dd, J=8.2, 5.5 Hz, 2 H), 7.01 (t, J=8.7 Hz, 2 H), 4.20-4.00 (m, 6 H), 3.60 (m, 1 H), 3.43-3.25 (m, 5 H), 2.39 (m, 2 H), 2.01 (m, 2 H), 1.80 (m, 2 H), 1.25 (d, J=6.4 Hz, 3 H); MS m/z 497 (M+H)+.

Sources & evidence

ORD record
ord-58763989c71e4b1a9c55b73fa3542762
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

Loading…