Thiophenol → HCID 67544865, compound

HRID 1913835Notes

Reaction equation

C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([C@H:14]1[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([CH2:24][N:25]4[CH2:30][CH2:29][CH:28]([O:31][CH3:32])[CH2:27][CH2:26]4)[CH:20]=3)[CH2:15]1)[CH2:7][CH2:6]2.C1(S)C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([C@H:14]1[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([CH2:24][N:25]4[CH2:26][CH2:27][CH:28]([O:31][CH3:32])[CH2:29][CH2:30]4)[CH:20]=3)[CH2:15]1)[CH2:7][CH2:6]2

Participants

Conditions

Temperature: 210 °C

Procedure

A mixture of 6-methoxy-2-[(S)-6-(4-methoxypiperidin-1-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-3,4-dihydro-2H-isoquinolin-1-one (0.59 g), NMP (2 ml), thiophenol (150 mg) and potassium carbonate (235 mg) was heated to 210° C. in a microwave reactor for 40 minutes. The cooled reaction mixture was purified by chromatography on silica gel (eluent: 9:1 dichloromethane/methanol). The product was thus obtained with the molecular weight of 420.56 (C26H32N2O3); MS (ESI): 421 (M+H+).

Workup

customThe cooled reaction mixture
customwas purified by chromatography on silica gel (eluent: 9:1 dichloromethane/methanol)
customThe product was thus obtained with the molecular weight of 420.56 (C26H32N2O3)

Sources & evidence

ORD record: ord-256867ec913f425ea57a9983ce9f22e1
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08609731B2

Reaction notes

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