5-Hydroxypentanal → HCID 67324583, compound

HRID 1401817Notes

Reaction equation

Cl.[CH3:2][C:3]1([CH3:26])[CH2:12][CH2:11][C:10]([CH3:14])([CH3:13])[C:9]2[CH:8]=[C:7]([C:15]3[O:16][CH:17]=[C:18]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[N:19]=3)[CH:6]=[CH:5][C:4]1=2.[OH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH:32]=O>>[CH3:2][C:3]1([CH3:26])[CH2:12][CH2:11][C:10]([CH3:13])([CH3:14])[C:9]2[CH:8]=[C:7]([C:15]3[O:16][CH:17]=[C:18]([CH:20]4[CH2:25][CH2:24][N:23]([CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][OH:27])[CH2:22][CH2:21]4)[N:19]=3)[CH:6]=[CH:5][C:4]1=2

Participants

Reactant 2

HCID 202055-Hydroxypentanal

HCID 68380798HCID 68380798, compound

Product 1

HCID 67324583HCID 67324583, compound

Procedure

The preparation was carried out as already described via a reductive amination starting from 200 mg (0.32 mmol) of 4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)oxazol-4-yl]piperidine hydrochloride and 65 mg (0.64 mmol) of 5-hydroxypentanal. The product was purified by means of preparative HPLC and converted into the hydrochloride by treatment with methanolic HCl.

Workup

customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record: ord-77ec843231454b948f70dfc4dd4812d9
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08907098B2

Reaction notes

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