1,2-Dimethoxyethane → HCID 86703194, compound

HRID 2204386Notes

Reaction equation

HRID 2204386 reaction equation
CO[C:3]1[C:8]([B:9]2[O:13][C:12]([CH3:15])([CH3:14])[C:11]([CH3:17])([CH3:16])[O:10]2)=CN=CN=1.BrC1[N:23]([CH:24]([CH3:26])[CH3:25])[C:22]2[CH:27]([C:39]3[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=3)[N:28]([C:31]3[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:32]=3[CH3:38])[C:29](=[O:30])[C:21]=2C=1.COCCOC.BrC1C(OC)=NC=NC=1>CS(C)=O>[Cl:37][C:35]1[CH:34]=[CH:33][C:32]([CH3:38])=[C:31]([N:28]2[C:29](=[O:30])[C:21]3[CH:3]=[C:8]([B:9]4[O:10][C:11]([CH3:16])([CH3:17])[C:12]([CH3:14])([CH3:15])[O:13]4)[N:23]([CH:24]([CH3:26])[CH3:25])[C:22]=3[CH:27]2[C:39]2[CH:40]=[CH:41][C:42]([Cl:45])=[CH:43][CH:44]=2)[CH:36]=1

Participants

6

Reactant 4

HCID 80711,2-DimethoxyethaneHCID 122700815-Bromo-4-methoxypyrimidineHCID 867031692-bromo-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one2×HCID 867031951448869-98-4

Product 1

HCID 86703194HCID 86703194, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared in analogy to the procedure described for Intermediate T, but 2-bromo-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one (Intermediate B) and DME were used instead of 5-bromo-4-methoxy-pyrimidine and DMSO respectively. The reaction was performed at 100° C. for 16 h to afford the title compound (20% purity) as a dark brown solid. tR: 8.52 min (HPLC 2); ESI-MS: tR=1.46 min; [M+H]+ 525/527 (LC-MS 1).

Workup

  1. customThe title compound was prepared in analogy to the procedure

Sources & evidence

ORD record
ord-81a75998b2164570823d751b914f8b92
Source dataset
uspto-grants-2016_06
Patent number
US09365576B2

Reaction notes

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