3-Amino-1,2-propanediol → 1-(4-Benzamidophenylamino)-N-(2,3-dihydroxypropyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxamide

HRID 1029230

Reaction equation

HRID 1029230 reaction equation
[C:1]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[CH:26]=[CH:25][N:24]=[C:23]3[C:18]=2[C:19]2[CH:31]=[CH:30][C:29]([C:32](O)=[O:33])=[CH:28][C:20]=2[C:21](=[O:27])[NH:22]3)=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:35][CH2:36][CH:37]([OH:40])[CH2:38][OH:39]>>[C:1]([NH:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17]2[CH:26]=[CH:25][N:24]=[C:23]3[C:18]=2[C:19]2[CH:31]=[CH:30][C:29]([C:32]([NH:35][CH2:36][CH:37]([OH:40])[CH2:38][OH:39])=[O:33])=[CH:28][C:20]=2[C:21](=[O:27])[NH:22]3)=[CH:14][CH:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 442055041-(4-Benzamidophenylamino)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylic acid

Product 1

HCID 581679641-(4-Benzamidophenylamino)-N-(2,3-dihydroxypropyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxamide

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 269 using 268 (30 mg, 0.07 mmol) and 3-amino-propane-1,2-diol to provide 272. LC-MS (M+H=524, obsd.=524).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-104868d67c044bb58b3063869437532a
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Linked notes

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