2-chloro-N-(2-methoxyethyl)-N-methylacetamide → (S)-6-{2-{Ethyl{3-fluoro-4-{2-[(2-methoxyethyl)methylamino]ethoxy}benzyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2424094Notes

Reaction equation

HRID 2424094 reaction equation
[CH2:1]([N:3]([C:29](=O)[C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([F:37])[CH:31]=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)[CH3:2].Cl[CH2:40][C:41]([N:43]([CH2:45][CH2:46][O:47][CH3:48])[CH3:44])=O>>[CH2:1]([N:3]([CH2:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:40][CH2:41][N:43]([CH2:45][CH2:46][O:47][CH3:48])[CH3:44])=[C:32]([F:37])[CH:31]=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]([OH:22])[CH:16]=[CH:15][C:14]=2[CH2:13]1)[CH3:2]

Participants

3

Reactant 2

HCID 151749132-chloro-N-(2-methoxyethyl)-N-methylacetamideHCID 57934250HCID 57934250, compound

Product 1

HCID 57933759(S)-6-{2-{Ethyl{3-fluoro-4-{2-[(2-methoxyethyl)methylamino]ethoxy}benzyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 10.2%

Procedure

Synthesized from pivalic acid (S)-6-{2-[ethyl(3-fluoro-4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (20 mg) and 2-chloro-N-(2-methoxyethyl)-N-methylacetamide (13 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (2.1 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-7386166302764423842500f843738bfd
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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