N-Methylbutylamine → HCID 66627145, compound

HRID 2424162Notes

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.[CH2:42]([NH:46][CH3:47])[CH2:43][CH2:44][CH3:45]>>[CH2:42]([N:46]([CH3:47])[CH2:1][CH2:4][C:5]1[CH:6]=[CH:7][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]([OH:33])[CH:27]=[CH:26][C:25]=3[CH2:24]2)=[CH:40][CH:41]=1)[CH2:43][CH2:44][CH3:45]

Participants

Reactant 2

HCID 8068N-Methylbutylamine

HCID 86605262HCID 86605262, compound

Product 1

HCID 66627145HCID 66627145, compoundYield 18.9%

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 butylmethylamine (22 mg) according to an analogous synthetic method to Example 715 and purified by LC-MS, the title compound (3.4 mg) was obtained.

Workup

custompurified by LC-MS

Sources & evidence

ORD record: ord-642e21de1ca44db2bbdde1541e1217c2
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960412B2

Reaction notes

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