Propionic Acid → HCID 53377927, compound

HRID 2409335Notes

Reaction equation

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

Participants

Reactant 2

HCID 1032Propionic Acid

HCID 71178998HCID 71178998, compound

Product 1

HCID 53377927HCID 53377927, compoundYield 54.5%

Procedure

Using 7-(2-chloro-5-methylphenylamino)-6-[6-(4-fluorophenyl)-2,6-diazaspiro[3,3]heptane-2-carbonyl]pyrazolo[1,5-a]pyrimidine-3-sulfonamide (0.045 g, 0.081 mmol) obtained in step 2 and propionic acid (0.030 mL, 0.405 mmol) instead of cyclopropanecarboxylic acid, and in the same manner as in Example 1 step 6, the title compound (0.027 g, 54%) was obtained.

Sources & evidence

ORD record: ord-08cf90473d8d4b6f88f26aa59830719d
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815874B2

Reaction notes

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