Methanesulfonyl chloride → HCID 22344416, compound

HRID 1268785Notes

Reaction equation

HRID 1268785 reaction equation
[CH2:1]([C:4]1[N:5]([CH2:17][CH2:18][CH2:19][CH2:20][NH2:21])[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1)[CH2:2][CH3:3].[CH3:22][S:23](Cl)(=[O:25])=[O:24]>>[CH2:1]([C:4]1[N:5]([CH2:17][CH2:18][CH2:19][CH2:20][NH:21][S:23]([CH3:22])(=[O:25])=[O:24])[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 22344419HCID 22344419, compound

Product 1

HCID 22344416HCID 22344416, compoundYield 48.1%

Procedure

Using the general method of Example 233 Part B except that the reaction was run at ambient temperature, 4-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butan-1-amine (2.00 g, 7.1 mmol) was reacted with methanesulfonyl chloride (1.65 mL, 21.3 mmol) to provide 1.23 g of N-[4-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]methanesulfonamide as a light yellow solid, m.p. 133.2–134.6° C.

Workup

  1. customwas run at ambient temperature

Sources & evidence

ORD record
ord-1e457c90c3a74684b5682d39e94c9472
Source dataset
uspto-grants-2007_04
Patent number
US07199131B2

Reaction notes

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