Isobutyl chloroformate → 1-(1,4-Dioxaspiro[4.5]dec-7-ylcarbonyl)-4-(2-pyridinyl)piperazine

HRID 1034198Notes

Reaction equation

HRID 1034198 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH2:8][CH:7]([C:11]([OH:13])=O)[CH2:6]2)[O:4][CH2:3][CH2:2]1.ClC(OCC(C)C)=O.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>C(N(CC)CC)C>[O:4]1[C:5]2([CH2:10][CH2:9][CH2:8][CH:7]([C:11]([N:31]3[CH2:32][CH2:33][N:28]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=4)[CH2:29][CH2:30]3)=[O:13])[CH2:6]2)[O:1][CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 62365Isobutyl chloroformateHCID 944591-(2-Pyridyl)piperazineHCID 5674921,4-Dioxaspiro[4.5]decane-7-carboxylic acid

Product 1

HCID 200766821-(1,4-Dioxaspiro[4.5]dec-7-ylcarbonyl)-4-(2-pyridinyl)piperazineYield 58.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

From 1,4-dioxaspiro[4.5]decane-7-carboxylic acid (Example A, Step A) (10 g), triethylamine (8 g), isobutyl chloroformate (7.9 g) and 1-(2-pyridyl)piperazine (8.3 g) using the procedure of Example A, Step B is obtained 9.8 g of the title compound as an oil.

Sources & evidence

ORD record
ord-57082393d93048c79044a7aed3e29764
Source dataset
uspto-grants-1994_05
Patent number
US05314896

Reaction notes

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