N-tert-butyl-2-chloro-N-methylacetamide → 6-{2-{{4-[2-(tert-Butylmethylamino)ethoxy]benzyl}ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950404Notes

Reaction equation

HRID 1950404 reaction equation
C([N:3](C(=O)C1C=CC(O)=CC=1)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[CH:12]1[CH2:21][CH2:20][C:19]2[CH:18]=[C:17]([O:22]C(=O)C(C)(C)C)[CH:16]=[CH:15][C:14]=2[CH2:13]1)C.[C:38]([N:42]([CH3:47])[C:43](=O)[CH2:44]Cl)([CH3:41])([CH3:40])[CH3:39]>>[C:38]([N:42]([CH3:47])[CH2:43][CH2:44][O:10][C:8]1[CH:9]=[CH:4][C:5]([CH2:12][CH2:13][CH2:14][NH:3][C:4]2[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=2[CH:12]2[CH2:21][CH2:20][C:19]3[CH:18]=[C:17]([OH:22])[CH:16]=[CH:15][C:14]=3[CH2:13]2)=[CH:6][CH:7]=1)([CH3:41])([CH3:40])[CH3:39]

Participants

3

Reactant 2

HCID 15829370N-tert-butyl-2-chloro-N-methylacetamideHCID 57934562Pivalic acid 6-{2-[ethyl(4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666274666-{2-{{4-[2-(tert-Butylmethylamino)ethoxy]benzyl}ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 145.6%

Procedure

Synthesized from pivalic acid 6-{2-[ethyl(4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (20 mg) and N-tert-butyl-2-chloro-N-methylacetamide (13 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (15 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-36f7ec1821d042ea8727c615364ced23
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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