1,2-Dichloroethane → HCID 58421503, compound

HRID 406071Notes

Reaction equation

HRID 406071 reaction equation
C(Cl)CCl.[F:5][C:6]1([F:34])[CH2:11][CH2:10][CH:9]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=2[NH:20][C:21]2[C:22]3[C:29]([CH3:30])=[C:28]([C:31](O)=[O:32])[S:27][C:23]=3[N:24]=[CH:25][N:26]=2)[CH2:8][CH2:7]1.O[N:36]1C(=O)CCC1=O.N>CN(C=O)C>[F:5][C:6]1([F:34])[CH2:7][CH2:8][CH:9]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=2[NH:20][C:21]2[C:22]3[C:29]([CH3:30])=[C:28]([C:31]([NH2:36])=[O:32])[S:27][C:23]=3[N:24]=[CH:25][N:26]=2)[CH2:10][CH2:11]1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 222AmmoniaHCID 80170N-HydroxysuccinimideHCID 58421551HCID 58421551, compound

Product 1

HCID 58421503HCID 58421503, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.029 g EDC was added to a mixture of 0.050 g 4-[2-(4,4-difluoro-cyclohexyloxy)-4-fluoro-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (cpd. 33.2) and 0.020 g 1-hydroxy-pyrrolidine-2,5-dione in 1 ml DMF and stirred at rt over the weekend. After the addition of 0.327 ml ammonia (7M) the reaction mixture was stirred at rt for further 1.5 hours. The mixture was concentrated and the residue was recrystallized from hot MeOH.

Workup

  1. stirringwas stirred at rt for further 1.5 hours
  2. concentrationThe mixture was concentrated
  3. customthe residue was recrystallized from hot MeOH

Sources & evidence

ORD record
ord-a3656edc6a8a41558c5f3d4f9c619f97
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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