O-ethylhydroxylamine hydrochloride → HCID 53378027, compound

HRID 2409308Notes

Reaction equation

HRID 2409308 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[NH:9][C:10]1[N:15]2[N:16]=[CH:17][C:18]([S:19]([OH:22])(=[O:21])=O)=[C:14]2[N:13]=[CH:12][C:11]=1[C:23]([N:25]1[CH2:30][CH2:29][CH:28]([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1)=[O:24].Cl.[CH2:39]([O:41][NH2:42])[CH3:40]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[NH:9][C:10]1[N:15]2[N:16]=[CH:17][C:18]([S:19]([NH:42][O:41][CH2:39][CH3:40])(=[O:21])=[O:22])=[C:14]2[N:13]=[CH:12][C:11]=1[C:23]([N:25]1[CH2:30][CH2:29][CH:28]([C:31]2[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=2)[CH2:27][CH2:26]1)=[O:24]

Participants

3

Reactant 2

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 86681886HCID 86681886, compound

Product 1

HCID 53378027HCID 53378027, compoundYield 22%

Procedure

Using 7-(2,5-dichlorophenylamino)-6-[4-(4-fluorophenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine-3-sulfonic acid (0.15 g, 0.27 mmol) obtained in Example 27 step 1 and O-ethylhydroxylamine hydrochloride (0.104 g, 1.06 mmol) instead of tert-butylamine, and in the same manner as in Example 1 step 3, the title compound (0.036 g, 22%) was obtained.

Sources & evidence

ORD record
ord-e5044178d3e2480bab5aeb2eac3fba0e
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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