Propionic Acid → HCID 71179032, compound

HRID 2409333Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH3:9])=[CH:4][C:3]=1[NH:10][C:11]1[N:16]2[N:17]=[CH:18][C:19]([S:20]([NH2:23])(=[O:22])=[O:21])=[C:15]2[N:14]=[CH:13][C:12]=1[C:24]([N:26]1[CH2:31][CH2:30][CH:29]([C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[CH2:28][CH2:27]1)=[O:25].[C:39](O)(=[O:42])[CH2:40][CH3:41]>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH3:9])=[CH:4][C:3]=1[NH:10][C:11]1[N:16]2[N:17]=[CH:18][C:19]([S:20]([NH:23][C:39](=[O:42])[CH2:40][CH3:41])(=[O:22])=[O:21])=[C:15]2[N:14]=[CH:13][C:12]=1[C:24]([N:26]1[CH2:31][CH2:30][CH:29]([C:32]2[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=2)[CH2:28][CH2:27]1)=[O:25]

Participants

Reactant 2

HCID 1032Propionic Acid

HCID 71178954HCID 71178954, compound

Product 1

HCID 71179032HCID 71179032, compoundYield 95%

Procedure

Using 7-(2-chloro-4-fluoro-5-methylphenylamino)-6-[4-(4-fluorophenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine-3-sulfonamide (0.050 g, 0.089 mmol) obtained in step 5 and propionic acid (0.033 mL, 0.446 mmol) instead of cyclopropanecarboxylic acid, and in the same manner as in Example 1 step 6, the title compound (0.052 g, 95%) was obtained.

Sources & evidence

ORD record: ord-4e3d5362a1444091b9ca78caf69a889d
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815874B2

Reaction notes

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