2-Aminopropanol → HCID 58882928, compound

HRID 2364201Notes

Reaction equation

HRID 2364201 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:32])=[C:14]([C:29]([O-])=[O:30])[C:15](=[O:28])[N:16]3[CH2:19][C:20]([N:22]([CH3:27])[CH2:23][CH2:24][O:25][CH3:26])=[O:21])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[NH2:33][CH:34]([CH3:37])[CH2:35][OH:36]>>[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:32])=[C:14]([C:29]([NH:33][CH:34]([CH3:37])[CH2:35][OH:36])=[O:30])[C:15](=[O:28])[N:16]3[CH2:19][C:20]([N:22]([CH3:27])[CH2:23][CH2:24][O:25][CH3:26])=[O:21])=[N:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 51262-AminopropanolHCID 178495938HCID 178495938, compound

Product 1

HCID 58882928HCID 58882928, compound

Procedure

This compound was prepared from 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-(2-{methyl[2-(methyloxy)ethyl]amino}-2-oxoethyl)-2-oxo-1,2-dihydro-1,5naphthyridine-3-carboxylate and (±)-2-amino-1-propanol employing methods similar to those described in Example 5, Step 4 and was obtained as an off-white solid: 1H NMR (CDCl3) mixture of rotamers δ 10.21 and 10.19 (1H, br d), 8.55 and 8.49 (1H, s), 7.33 and 7.10 (1H, s), 7.12-6.97 (4H, m), 5.21 and 4.97 (2H, m), 4.27 (1H, m), 4.09 (2H, s), 3.80-3.50 (6H, m), 3.34 and 3.32 (3H, s), 3.17 and 2.97 (3H, s), 1.30 and 1.29 (3H, d, J=7 Hz); HRMS calcd for C25H29FN4O6+H+: 501.2149. Found: 501.2160.

Workup

  1. customwas obtained as an off-white solid

Sources & evidence

ORD record
ord-2a15ed49e5a141bf9b5587047d5dc7b1
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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