6-[(S)-1-(tetrahydrofuran-2-yl)methoxy]isochromen-1-one → HCID 59506001, compound

HRID 1913829Notes

Reaction equation

[O:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])O[CH:12]=[CH:11]2.[CH3:19][O:20][CH:21]1[CH2:26][CH2:25][N:24]([CH2:27][C:28]2[CH:29]=[C:30]3[C:35](=[CH:36][CH:37]=2)[CH2:34][C@@H:33]([NH2:38])[CH2:32][CH2:31]3)[CH2:23][CH2:22]1>CN1C(=O)CCC1>[CH3:19][O:20][CH:21]1[CH2:22][CH2:23][N:24]([CH2:27][C:28]2[CH:29]=[C:30]3[C:35](=[CH:36][CH:37]=2)[CH2:34][C@@H:33]([N:38]2[CH:12]=[CH:11][C:10]4[C:15](=[CH:16][CH:17]=[C:8]([O:7][CH2:6][C@@H:2]5[CH2:3][CH2:4][CH2:5][O:1]5)[CH:9]=4)[C:14]2=[O:18])[CH2:32][CH2:31]3)[CH2:25][CH2:26]1

Participants

Conditions

Temperature: 220 °C

Procedure

A mixture of 6-[(S)-1-(tetrahydrofuran-2-yl)methoxy]isochromen-1-one (50 mg), NMP (0.2 ml) and (S)-6-(4-methoxypiperidin-1-ylmethyl)-1,2,3,4-tetrahydro-naphthalen-2-ylamine (55 mg) was heated to 220° C. in a microwave reactor for 3×30 minutes. The cooled reaction mixture was purified by preparative HPLC. The product was thus obtained with the molecular weight of 502.66 (C31H38N2O4); MS (ESI): 503 (M+H+).

Workup

customThe cooled reaction mixture
customwas purified by preparative HPLC
customThe product was thus obtained with the molecular weight of 502.66 (C31H38N2O4)

Sources & evidence

ORD record: ord-8e3e6c20e18c4d239e187ca699b747c9
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08609731B2

Reaction notes

Loading…