3-Amino-1-propanol → HCID 69482074, compound

HRID 2364545Notes

Reaction equation

HRID 2364545 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:35])=[C:14]([C:30](OCC)=[O:31])[C:15](=[O:29])[N:16]3[CH2:19][CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]3=[O:28])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[NH2:36][CH2:37][CH2:38][CH2:39][OH:40]>>[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:35])=[C:14]([C:30]([NH:36][CH2:37][CH2:38][CH2:39][OH:40])=[O:31])[C:15](=[O:29])[N:16]3[CH2:19][CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]3=[O:28])=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 90863-Amino-1-propanolHCID 69480472HCID 69480472, compound

Product 1

HCID 69482074HCID 69482074, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[3-(2-oxo-1-piperidinyl)propyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-amino-1-propanol using methods similar to Example 563 to provide a grey solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.69-1.79 (m, 8 H), 2.21 (t, J=6.31 Hz, 2 H), 2.82-2.87 (m, 1 H), 3.20-3.24 (m, 2 H), 3.37 (t, J=7.23 Hz, 2 H), 3.45-3.56 (m, 4 H), 4.17-4.25 (m, 3 H), 4.26-4.32 (m, 1 H), 7.09-7.15 (m, 2 H), 7.35-7.40 (m, 2 H), 7.86 (s, 1 H), 8.53 (s, 1 H), 10.29 (s, 1 H); ES+ MS: 511 (M+H+).

Workup

  1. customto provide a grey solid

Sources & evidence

ORD record
ord-c209d86abedf47a4b3a77af2462b0607
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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