HCID 57934088, compound → (R)-6-{2-{Ethyl[3-fluoro-4-(piperidin-4-yloxy)benzyl]amino}-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950228Notes

Reaction equation

HRID 1950228 reaction equation
[CH2:1]([NH:3][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].C(OC([N:38]1[CH2:43][CH2:42][CH:41]([O:44][C:45]2[CH:50]=[CH:49][C:48]([CH:51]=O)=[CH:47][C:46]=2[F:53])[CH2:40][CH2:39]1)=O)(C)(C)C>>[CH2:1]([N:3]([CH2:51][C:48]1[CH:49]=[CH:50][C:45]([O:44][CH:41]2[CH2:40][CH2:39][NH:38][CH2:43][CH2:42]2)=[C:46]([F:53])[CH:47]=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]([OH:24])[CH:18]=[CH:17][C:16]=2[CH2:15]1)[CH3:2]

Participants

3

Reactant 2

HCID 57934088HCID 57934088, compoundHCID 57934541pivalic acid (R)-6-(2-ethylamino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 57934197(R)-6-{2-{Ethyl[3-fluoro-4-(piperidin-4-yloxy)benzyl]amino}-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 29.6%

Procedure

Synthesized from pivalic acid (R)-6-(2-ethylamino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (20 mg) and 4-(2-fluoro-4-formylphenoxy)piperidine-1-carboxylic acid tert-butyl ester (75 mg) according to an analogous synthetic method to Example 238 and purified by LC-MS, the title compound (7.7 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-3728e33e565b430e9189326188cc56a2
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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