2-Oxoglutaric Acid → HCID 131728123, compound

HRID 406945Notes

Reaction equation

HRID 406945 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH2:26][CH3:27])=[C:20]([O:23][CH3:24])[CH:21]=3)[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][C@@H:14]([OH:28])[CH2:15]3)[N:10]=2)=[CH:5][N:4]=1.[O:30]=[C:31]([CH2:35][CH2:36][C:37]([OH:39])=[O:38])[C:32](O)=[O:33]>ClCCl>[O:30]=[C:31]([CH2:35][CH2:36][C:37]([OH:39])=[O:38])[C:32]([O:28][C@@H:14]1[CH2:13][CH2:12][C@@H:11]2[C@@H:16]([C:17]3[C:22]([C:9]([C:6]4[CH:7]=[N:8][C:3]([N:2]([CH3:1])[CH3:29])=[N:4][CH:5]=4)=[N:10]2)=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH2:26][CH3:27])[CH:18]=3)[CH2:15]1)=[O:33]

Participants

4

Reactant 2

HCID 512-Oxoglutaric AcidHCID 11853490HCID 11853490, compound

Product 1

HCID 131728123HCID 131728123, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2R,4aR,10bR)-6-(2-Dimethylamino-pyrimidin-5-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (39.4 mg, 0.1 mmol) are dissolved in 1.0 ml of dichloromethane. 16.1 mg (0.11 mmol) of 2-oxo-pentanedioic acid (dissolved in 0.5 ml of acetone) are added. The crystals are filtered off and dried to obtain 30.9 mg (57%) of the title compound (m.p.: 112° C.).

Workup

  1. filtrationThe crystals are filtered off
  2. customdried

Sources & evidence

ORD record
ord-514a0a97e4b94da6bcd85f55e93f0e50
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

Loading…