HCID 20760150, compound → HCID 67378457, compound

Reaction equation

[OH:1][C@H:2]([CH2:16][OH:17])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15].C(NCCCCC1C=CC=CC=1OC[C@@H](O)CO)(OCC1C=CC=CC=1)=O>>[OH:1][C@@H:2]([CH2:16][OH:17])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15]

Participants

Reactant 2

HCID 20760150HCID 20760150, compound

HCID 673657434-{[(2R)-2,3-Dihydroxypropyloxy]phenyl}butylamine

Product 1

HCID 67378457HCID 67378457, compoundYield 99%

Procedure

Compound 73 was prepared in a similar fashion to the synthesis of compound 70 starting from compound 72 (1.67 g, 4.5 mmol). Amine 73 (1.06 g, 99%) was isolated as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 1.32 (m, 2H), 1.54 (m, 2H), 2.55 (m, 2H), 3.45 (m, 2H), 3.75 (m, 3H), 3.94 (m, 2H), 6.83 (d, 2H), 7.08 (d, 2H).

Sources & evidence

ORD record: ord-96b8479066fb406a8c90834bbc0e642b
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846688B2

Reaction notes

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