4-(1,3-Oxazol-2-yl)piperidine → 7-Benzylamino-3-ethoxycarbonyl-6-[4-(oxazol-2-yl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine

HRID 1026926Notes

Reaction equation

HRID 1026926 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.[O:26]1[CH:30]=[CH:29][N:28]=[C:27]1[CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]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:34]1[CH2:33][CH2:32][CH:31]([C:27]2[O:26][CH:30]=[CH:29][N:28]=2)[CH2:36][CH2:35]1)=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 545182724-(1,3-Oxazol-2-yl)piperidineHCID 675407947-Benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675405607-Benzylamino-3-ethoxycarbonyl-6-[4-(oxazol-2-yl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidineYield 72.7%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.20 g, 0.58 mmol) obtained in Example 21, step 4 and 4-(oxazol-2-yl)piperidine (WO2001/036980, 0.11 g, 0.70 mmol), the title compound (0.20 g, 72%) was obtained.

Sources & evidence

ORD record
ord-8438850ea1b54d798e0846c5b8abab8b
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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