Isopropylamine → HCID 57788032, compound

HRID 249988Notes

Reaction equation

HRID 249988 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[C:14]([S:16][CH3:17])[CH:15]=2)=[CH:6][C:5]([N:18]=[CH:19][N:20](C)C)=[C:4]([C:23]#[N:24])[CH:3]=1.[CH:25](N)([CH3:27])[CH3:26].ClCCl.CO>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([S:16][CH3:17])[CH:15]=1)[N:18]=[CH:19][N:20]=[C:23]2[NH:24][CH:25]([CH3:27])[CH3:26]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 21226129Dichloromethane methanolHCID 57787957HCID 57787957, compound

Product 1

HCID 57788032HCID 57788032, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to GWP 5, the reaction of N′-(4-bromo-2-cyano-5-{[5-(methylsulphanyl)-pyridin-3-yl]methoxy}phenyl)-N,N-dimethylformimidamide (540 mg, 1.33 mmol) with isopropylamine (0.14 mL, 1.6 mmol) and chromatography (silica gel, dichloro-methane/methanol: 0→30% methanol) gives the desired product in 77% yield (430 mg)

Sources & evidence

ORD record
ord-ce9bb3452239496a9da9b90406aa77ea
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

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