N,N-Dimethyl-1,3-propanediamine → HCID 58421663, compound

HRID 406076Notes

Reaction equation

HRID 406076 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].O=C1CCC(=O)N1[O:15][C:16]([C:18]1[S:43][C:21]2[N:22]=[CH:23][N:24]=[C:25]([NH:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[O:34][C@H:35]3[CH2:40][CH2:39][CH2:38][CH2:37][C@@H:36]3[O:41][CH3:42])[C:20]=2[C:19]=1[CH3:44])=O>CN(C=O)C>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:16]([C:18]1[S:43][C:21]2[N:22]=[CH:23][N:24]=[C:25]([NH:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[O:34][C@H:35]3[CH2:40][CH2:39][CH2:38][CH2:37][C@@H:36]3[O:41][CH3:42])[C:20]=2[C:19]=1[CH3:44])=[O:15]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 58421683HCID 58421683, compound

Product 1

HCID 58421663HCID 58421663, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.129 g 3-dimethylaminopropylamine was added to 0.155 g 4-[4-fluoro-2-((1S,2S)-2-methoxy-cyclohexyloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester in 2 ml DMF and stirred at rt for 30 minutes. The reaction mixture was concentrated. The residue was dissolved in EtOAc, washed with water and brine, passed through a hydrophobic frit and concentrated.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwashed with water and brine
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b1a0fbd4be6a4bbea255b5441df794f3
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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