3-Methyl-3-oxetanecarboxylic Acid → HCID 71179085, compound

HRID 2409304Notes

Reaction equation

HRID 2409304 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]([NH2:22])(=[O:21])=[O:20])=[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].[CH3:38][C:39]1([C:43](O)=[O:44])[CH2:42][O:41][CH2:40]1>>[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:22][C:43]([C:39]3([CH3:38])[CH2:42][O:41][CH2:40]3)=[O:44])(=[O:21])=[O:20])=[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 140289973-Methyl-3-oxetanecarboxylic AcidHCID 71178992HCID 71178992, compound

Product 1

HCID 71179085HCID 71179085, compoundYield 79.4%

Procedure

Using 7-(2,5-dichlorophenylamino)-6-[4-(4-fluorophenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine-3-sulfonamide (0.07 g, 0.12 mmol) obtained in Example 22 step 5 and 3-methyloxetane-3-carboxylic acid (0.072 g, 0.62 mmol) instead of cyclopropanecarboxylic acid, and in the same manner as in Example 1 step 6, the title compound (0.063 g, 76%) was obtained.

Sources & evidence

ORD record
ord-955b6c4664d34367a9502f51e789d8c0
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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