2-Bromoethyl methyl ether → HCID 75201879, compound

HRID 1485038Notes

Reaction equation

HRID 1485038 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.[CH3:27][O:28][CH2:29][CH2:30]Br.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]([CH2:30][CH2:29][O:28][CH3:27])[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 809722-Bromoethyl methyl etherHCID 81531DiisopropylethylamineHCID 86718557HCID 86718557, compound

Product 1

HCID 75201879HCID 75201879, 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) was slurred up in 0.3 ml DMA. 2-bromoethyl methyl ether (0.01 ml; 0.14 mmol) and DIPEA (0.04 ml; 0.23 mmol) were added and stirred at 50° C. for 16 hours. The crude material was purified by using reversed phase chromatography under basic conditions.

Workup

  1. customThe crude material was purified

Sources & evidence

ORD record
ord-18a6a754f3634c60a52867bdef67a9ca
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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