Azetidine → HCID 66626763, compound

HRID 1950592Notes

Reaction equation

HRID 1950592 reaction equation
[C:1]([CH2:4][C:5]1[CH:41]=[CH:40][C:8]([CH2:9][CH2:10][CH2:11][NH:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[CH:15][C:14]=2[C@@H:23]2[CH2:32][CH2:31][C:30]3[CH:29]=[C:28]([O:33]C(=O)C(C)(C)C)[CH:27]=[CH:26][C:25]=3[CH2:24]2)=[CH:7][CH:6]=1)(O)=O.[NH:42]1[CH2:45][CH2:44][CH2:43]1>>[N:42]1([CH2:1][CH2:4][C:5]2[CH:6]=[CH:7][C:8]([CH2:9][CH2:10][CH2:11][NH:12][C:13]3[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[CH:15][C:14]=3[C@@H:23]3[CH2:32][CH2:31][C:30]4[CH:29]=[C:28]([OH:33])[CH:27]=[CH:26][C:25]=4[CH2:24]3)=[CH:40][CH:41]=2)[CH2:45][CH2:44][CH2:43]1

Participants

3

Reactant 2

HCID 10422AzetidineHCID 86605262HCID 86605262, compound

Product 1

HCID 66626763HCID 66626763, compoundYield 19.4%

Procedure

Synthesized from pivalic acid (R)-6-{2-[(4-carboxymethylbenzyl)ethylamino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (19 mg) and azetidine (10 mg) according to an analogous synthetic method to Example 715 and purified by LC-MS, the title compound (3.3 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-7d7cf4a1e52044368ea6e285267b56cf
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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