HCID 23087516, compound → HCID 66626570, compound

HRID 1950545Notes

Reaction equation

HRID 1950545 reaction equation
[CH2:1]([N:3](C(=O)C1C=CC(O)=CC=1)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[C@@H:14]1[CH2:23][CH2:22][C:21]2[CH:20]=[C:19]([O:24]C(=O)C(C)(C)C)[CH:18]=[CH:17][C:16]=2[CH2:15]1)[CH3:2].Cl[CH2:41][C:42]([N:44]([CH2:46][CH2:47][O:48][CH2:49][CH3:50])[CH3:45])=O>>[CH2:8]([O:10][CH2:41][CH2:42][N:44]([CH3:45])[CH2:46][CH2:47][O:48][C:49]1[CH:50]=[CH:6][C:5]([CH2:14][CH2:2][CH2:1][NH:3][C:4]2[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=2[C@@H:14]2[CH2:23][CH2:22][C:21]3[CH:20]=[C:19]([OH:24])[CH:18]=[CH:17][C:16]=3[CH2:15]2)=[CH:4][CH:9]=1)[CH3:7]

Participants

3

Reactant 2

HCID 23087516HCID 23087516, compoundHCID 57934042Pivalic acid (R)-6-{2-[ethyl(4-hydroxybenzoyl)amino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 66626570HCID 66626570, compoundYield 27.2%

Procedure

Synthesized from pivalic acid (R)-6-{2-[ethyl(4-hydroxybenzoyl)amino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (16 mg) and 2-chloro-N-(2-ethoxyethyl)-N-methylacetamide (9.8 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (2.3 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-d30838505efb4ff2bb34b50047495299
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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