3-Methoxypropyl isothiocyanate → HCID 86626288, compound

HRID 1097570Notes

Reaction equation

HRID 1097570 reaction equation
[NH2:1][C:2]1[C:3]([Cl:18])=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]([CH3:17])([OH:16])[CH3:15])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:19][O:20][CH2:21][CH2:22][CH2:23][N:24]=[C:25]=S>>[Cl:18][C:3]1[C:2]2[N:1]=[C:25]([NH:24][CH2:23][CH2:22][CH2:21][O:20][CH3:19])[N:12]([CH2:13][C:14]([CH3:15])([OH:16])[CH3:17])[C:11]=2[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]=1

Participants

3

Reactant 2

HCID 1402743-Methoxypropyl isothiocyanateHCID 226726541-((3-Amino-2-chloroquinolin-4-yl)amino)-2-methylpropan-2-ol

Product 1

HCID 86626288HCID 86626288, compoundYield 70.7%

Procedure

The method described in Part A of Example 7 was used to treat 1-[(3-amino-2-chloro-4-quinolinyl)amino]-2-methyl-2-propanol (3.00 g, 11.3 mmol) with 3-methoxypropylisothiocyanate (1.78 g, 13.6 mmol) to provide 2.9 g of 1-{4-chloro-2-[(3-methoxypropyl)amino]-1H-imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol after chromatographic purification.

Sources & evidence

ORD record
ord-40e4e54d128e4679a9a17703229ece2a
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

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