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

HRID 2424082Notes

Reaction equation

HRID 2424082 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[C@@H: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.[CH2:38]([N:42]([CH3:47])[C:43](=O)[CH2:44]Cl)[CH2:39][CH2:40][CH3:41]>>[CH2:38]([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[C@@H: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)[CH2:39][CH2:40][CH3:41]

Participants

3

Reactant 2

HCID 18936900N-butyl-2-chloro-N-methylacetamideHCID 57934043pivalic acid (R)-6-{2-[ethyl(4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 66627617(R)-6-{2-{{4-[2-(Butylmethylamino)ethoxy]benzyl}ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 53.1%

Procedure

Synthesized from pivalic acid (R)-6-{2-[ethyl(4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (15 mg) and N-butyl-2-chloro-N-methylacetamide (9.5 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (4.1 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-0de6830acbe742e6a3cd5a9e29807b31
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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