3'-Methylspiro[indene-1,4'-piperidine] → 7-Benzylamino-3-ethoxycarbonyl-6-(3'-methylspiro[inden-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027064Notes

Reaction equation

HRID 1027064 reaction equation
[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:23]([OH:25])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][CH:27]1[C:32]2([C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH:34]=[CH:33]2)[CH2:31][CH2:30][NH:29][CH2:28]1>>[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:23]([N:29]1[CH2:30][CH2:31][C:32]2([C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH:34]=[CH:33]2)[CH:27]([CH3:26])[CH2:28]1)=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 99903633'-Methylspiro[indene-1,4'-piperidine]HCID 675407947-Benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675406257-Benzylamino-3-ethoxycarbonyl-6-(3'-methylspiro[inden-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidineYield 90%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.066 g, 0.194 mmol) obtained in Example 21, step 4 and 3′-methylspiro[inden-1,4′-piperidine] (WO2004/028459, 0.043 g, 0.213 mmol), the title compound (0.091 g, 90%) was obtained.

Sources & evidence

ORD record
ord-dfb24c85ed4141b9bbf497d3018830e5
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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