4-Fluoro-4-phenylpiperidine hydrochloride → 7-(2-Chloro-5-methylphenylamino)-3-ethoxycarbonyl-6-(4-fluoro-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027036Notes

Reaction equation

HRID 1027036 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]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:14]2[N:13]=[CH:12][C:11]=1[C:24]([OH:26])=O.Cl.[F:28][C:29]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>>[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]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:14]2[N:13]=[CH:12][C:11]=1[C:24]([N:32]1[CH2:33][CH2:34][C:29]([F:28])([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:30][CH2:31]1)=[O:26]

Participants

3

Reactant 2

HCID 459337594-Fluoro-4-phenylpiperidine hydrochlorideHCID 675407707-(2-Chloro-5-methylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675407147-(2-Chloro-5-methylphenylamino)-3-ethoxycarbonyl-6-(4-fluoro-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidineYield 72%

Procedure

In the same manner as in Example 21, step 5 and using 7-(2-chloro-5-methylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (100 mg, 0.27 mmol) obtained in Example 66, step 2 and 4-fluoro-4-phenylpiperidine hydrochloride (86 mg, 0.40 mmol), the title compound (103 mg, 72%) was obtained.

Sources & evidence

ORD record
ord-aa8fd2238d994c88b18ee86353ada868
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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