Phosphorus oxychloride → HCID 57898179, compound

HRID 1693549Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[C:12]3[N:15]([CH2:24][C:25]([NH2:27])=O)[N:16]=[C:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:11]=3[N:10]=[C:9]2[C:28]2[CH:33]=[CH:32][C:31]([CH:34]([CH3:36])[CH3:35])=[CH:30][CH:29]=2)=[CH:4][CH:3]=1.O=P(Cl)(Cl)Cl>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:13](=[O:14])[C:12]3[N:15]([CH2:24][C:25]#[N:27])[N:16]=[C:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:11]=3[N:10]=[C:9]2[C:28]2[CH:29]=[CH:30][C:31]([CH:34]([CH3:36])[CH3:35])=[CH:32][CH:33]=2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 57898002HCID 57898002, compound

Product 1

HCID 57898179HCID 57898179, compound

Conditions

Temperature: 100 °C

Procedure

A mixture of 2-[6-(4-chloro-phenyl)-5-(4-isopropyl-phenyl)-7-oxo-3-phenyl-6,7-dihydro-pyrazolo[4,3-d]pyrimidin-1-yl]-acetamide (10.0 mg, 0.020 mmol) and POCl3 (0.5 mL) is heated at 100° C. for 30 minutes. Upon completion, excess POCl3 is removed under reduced pressure. The residue is purified by preparative LC/MS to provide the title compound; HPLC-MS calculated for C28H22ClN5O (M+H+) 480.1. Found 480.1.

Workup

customUpon completion, excess POCl3 is removed under reduced pressure
customThe residue is purified by preparative LC/MS

Sources & evidence

ORD record: ord-80b98db07f984b6bb53164c68b5fd5cb
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08158634B2

Reaction notes

Loading…