Piperidine → HCID 59684256, compound

HRID 602285Notes

Reaction equation

Cl[CH2:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[C:14]([C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[CH:28]=4)[N:15]([CH2:20][C:21]([NH:23][CH:24]([CH3:26])[CH3:25])=[O:22])[C:16]3=[O:19])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[NH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1>C(Cl)Cl>[Cl:33][C:29]1[CH:28]=[C:27]([C:14]2[N:15]([CH2:20][C:21]([NH:23][CH:24]([CH3:25])[CH3:26])=[O:22])[C:16](=[O:19])[C:17]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([CH2:2][N:34]4[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]4)[CH:4]=2)[CH:18]=3)[CH:32]=[CH:31][CH:30]=1

Participants

Conditions

Temperature: 23 °C

Procedure

To 2-[7-(3-chloromethylphenyl)-3-(3-chlorophenyl)-1-oxo-1H-isoquinolin-2-yl]-N-isopropylacetamide (19 mg, 0.04 mmol) in DCM (5 mL) was added piperidine (0.5 mL) and this was stirred at 23° C. for 18 h. The mixture was concentrated in vacuo, and the crude residue purified by preparative HPLC to yield the HCl salt of 2-[3-(3-chlorophenyl)-1-oxo-7-(3-piperidin-1-ylmethylphenyl)-1H-isoquinolin-2-yl]-N-isopropylacetamide (EXAMPLE 35) hydrochloride salt (7 mg, 0.013 mmol, 33%) as pale beige solid.

Workup

concentrationThe mixture was concentrated in vacuo
customthe crude residue purified by preparative HPLC

Sources & evidence

ORD record: ord-b6332f454077444b84c18cb61c8e9950
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07906504B2

Reaction notes

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