Spiro[indene-1,4'-piperidine] hydrochloride → 7-Benzylamino-3-bromo-6-(spiro[inden-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027045Notes

Reaction equation

HRID 1027045 reaction equation
[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([Br:18])=[C:13]2[N:12]=[CH:11][C:10]=1[C:19]([OH:21])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH:23]1[CH2:28][CH2:27][C:26]2([C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]=[CH:29]2)[CH2:25][CH2:24]1>>[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([Br:18])=[C:13]2[N:12]=[CH:11][C:10]=1[C:19]([N:23]1[CH2:28][CH2:27][C:26]2([C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]=[CH:29]2)[CH2:25][CH2:24]1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 22509344Spiro[indene-1,4'-piperidine] hydrochlorideHCID 675403637-Benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675412987-Benzylamino-3-bromo-6-(spiro[inden-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidineYield 102%

Procedure

In the same manner as in Example 22, step 4 and using 7-benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.091 g, 0.242 mmol) obtained in Example 22, step 3 and spiro[inden-1,4′-piperidine]hydrochloride (WO2004/028459, 0.059 g, 0.267 mmol), the title compound (0.127 g, 95%) was obtained.

Sources & evidence

ORD record
ord-7280e16eb9f147089611667e63005b72
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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