Diisopropylethylamine → HCID 75201881, compound

HRID 1485039Notes

Reaction equation

HRID 1485039 reaction equation
[CH2:1]([N:8]([CH3:26])[C:9]1[CH:10]=[C:11]([NH:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[C:12]2[N:13]([C:15]([CH3:18])=[N:16][N:17]=2)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:28][N:29]([CH3:37])[CH2:30][CH2:31][CH2:32][S:33](Cl)(=[O:35])=[O:34].CCN(C(C)C)C(C)C>CC(N(C)C)=O>[CH2:1]([N:8]([CH3:26])[C:9]1[CH:10]=[C:11]([NH:19][CH:20]2[CH2:25][CH2:24][N:23]([S:33]([CH2:32][CH2:31][CH2:30][N:29]([CH3:37])[CH3:28])(=[O:35])=[O:34])[CH2:22][CH2:21]2)[C:12]2[N:13]([C:15]([CH3:18])=[N:16][N:17]=2)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 81531Diisopropylethylamine2×HCID 142196603-(dimethylamino)propane-1-sulfonyl chloride hydrochloride2×HCID 86718557HCID 86718557, compound

Product 1

HCID 75201881HCID 75201881, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
50 °C

Procedure

N6-Benzyl-3,N6-dimethyl-N8-piperidin-4-yl-[1,2,4]triazolo[4,3-b]pyridazine-6,8-diamine (0.05 g; 0.11 mmol; purity 80%) was slurred up in 0.3 ml DMA. 3-Dimethylamino-propane-1-sulfonyl chloride Hydrochlorid (0.03 g; 0.14 mmol) and DIPEA (0.06 ml; 0.34 mmol) were added and stirred at 50° C. for 16 hours. Another portion of 3-Dimethylamino-propane-1-sulfonyl chloride Hydrochlorid (0.03 g; 0.14 mmol) and DIPEA (0.06 ml; 0.34 mmol) were added and stirred at 50° C. for additional 16 hours. The crude material was purified by using reversed phase chromatography under acid conditions.

Workup

  1. stirringstirred at 50° C. for additional 16 hours
  2. customThe crude material was purified

Sources & evidence

ORD record
ord-c090e651a1ff4385ae125598d4467535
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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