Pivalic acid 6-{2-[ethyl(3-fluoro-4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester → 6-{2-{Ethyl {3-fluoro-4-[2-(4-methyl-[1,4]diazepan-1-yl)ethoxy]benzyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423983Notes

Reaction equation

HRID 2423983 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[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)[CH3:2].C(O[C:44]([N:46]1[CH2:52][CH2:51][CH2:50][N:49]([C:53](=O)[CH2:54]Cl)[CH2:48][CH2:47]1)=O)(C)(C)C>>[CH2:1]([N:3]([CH2:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:54][CH2:53][N:49]2[CH2:50][CH2:51][CH2:52][N:46]([CH3:44])[CH2:47][CH2:48]2)=[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[CH: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 57934183Pivalic acid 6-{2-[ethyl(3-fluoro-4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 57934585Tert-butyl 4-(2-chloroacetyl)-1,4-diazepane-1-carboxylate

Product 1

HCID 579338456-{2-{Ethyl {3-fluoro-4-[2-(4-methyl-[1,4]diazepan-1-yl)ethoxy]benzyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 43.5%

Procedure

Synthesized from pivalic acid 6-{2-[ethyl(3-fluoro-4-hydroxybenzoyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (20 mg) and 4-(2-chloroacetyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (21 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (9.4 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-3c56b5ff86e145a2b1dff8f71f78c7f8
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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