1-((2-(Dimethoxymethyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)methyl)-4-methylpiperazin-2-one → phenyl 7-(dimethoxymethyl)-6-((4-methyl-2-oxopiperazin-1-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

HRID 1778020Notes

Reaction equation

HRID 1778020 reaction equation
[CH3:1][O:2][CH:3]([O:23][CH3:24])[C:4]1[C:13]([CH2:14][N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][C:16]2=[O:22])=[CH:12][C:11]2[CH2:10][CH2:9][CH2:8][NH:7][C:6]=2[N:5]=1.[Si](OCC1C=C2C(=NC=1C(OC)OC)N([C:49]([O:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)=[O:50])CCC2)(C(C)(C)C)(C)C>>[CH3:1][O:2][CH:3]([O:23][CH3:24])[C:4]1[N:5]=[C:6]2[C:11]([CH2:10][CH2:9][CH2:8][N:7]2[C:49]([O:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)=[O:50])=[CH:12][C:13]=1[CH2:14][N:15]1[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][C:16]1=[O:22]

Participants

3

Reactant 2

HCID 1180366581-((2-(Dimethoxymethyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)methyl)-4-methylpiperazin-2-oneHCID 131734775phenyl 6-(((tert-butyldimethylsilyl)oxy)methyl)-7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

Product 1

HCID 118036809phenyl 7-(dimethoxymethyl)-6-((4-methyl-2-oxopiperazin-1-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

Procedure

From intermediate 81, synthesized in an analogous manner to intermediate 38, the title compound was obtained as a light yellow oil. (UPLC-MS 6) tR 0.73; ESI-MS 455.3 [M+H]+.

Sources & evidence

ORD record
ord-85777afc996b49c6968247878886a9d4
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

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