反应 #742314

ord-0905fb1ade4b4b02a95975cfbb8e738e

反应方程式

OCc1cnn([C@@H]2C=C[C@H](n3cnc4c(Cl)nc(Cl)nc43)C2)c1
{1-[(1S,4R)-4-(2,6-dichloro purin-9-yl)-cyclopent-2-enyl]-1H-pyrazol-4-yl}-methanol
NCC(c1ccccc1)c1ccccc1
diphenylethylamine
CCN(C(C)C)C(C)C
DIPEA
OCc1cnn([C@@H]2C=C[C@H](n3cnc4c(NCC(c5ccccc5)c5ccccc5)nc(Cl)nc43)C2)c1
title product
OCc1cnn([C@@H]2C=C[C@H](n3cnc4c(NCC(c5ccccc5)c5ccccc5)nc(Cl)nc43)C2)c1
(1-{(1S,4R)-4-[2-Chloro-6-(2,2-diphenylethylamino)-purin-9-yl]-cyclopent-2-enyl}-1H-pyrazol-4-yl)-methanol

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The solvent is removed in vacuo
  2. 2
    其他the resulting crude residue is partitioned between DCM and 0.1 M HCl
  3. 3
    其他The organic portion is separated
  4. 4
    洗涤washed with water, brine
  5. 5
    干燥dried (MgSO4)
  6. 6
    浓缩concentrated in vacuo

实验过程

A mixture comprising {1-[(1S,4R)-4-(2,6-dichloro purin-9-yl)-cyclopent-2-enyl]-1H-pyrazol-4-yl}-methanol (0.675 g, 1.92 mmol), diphenylethylamine (0.398 g, 2.02 mmol) and DIPEA (0.298 g, 2.31 mmol) in dry THF (20 mL) is stirred at 35 C for 3 days. The solvent is removed in vacuo and the resulting crude residue is partitioned between DCM and 0.1 M HCl. The organic portion is separated, washed with water, brine, dried (MgSO4) and concentrated in vacuo to afford the title product.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08071565B2uspto-grants-2011_12