tert-Butyl piperazine-1-carboxylate → HCID 69444013, compound

HRID 2275573Notes

Reaction equation

HRID 2275573 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[N:16]1([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[CH2:14]([O:13][C:11]([C:8]1([C:5]2[CH:4]=[CH:3][C:2]([N:19]3[CH2:18][CH2:17][N:16]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:21][CH2:20]3)=[N:7][CH:6]=2)[CH2:10][CH2:9]1)=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 86602273Ethyl 1-(6-chloropyridin-3-yl)cyclopropanecarboxylate

Product 1

HCID 69444013HCID 69444013, compound

Conditions

Temperature
130 °C

Procedure

A mixture of ethyl 1-(6-chloropyridin-3-yl)cyclopropanecarboxylate (225.7 mg, 0.001000 mol) and tert-butyl piperazine-1-carboxylate (3.0 eq.) was heated at 130° C. for 6 h. After cooling, the mixture was flash chromatographed on a silica gel column to afford the desired product. LC/MS: 376.5 (M+H+).

Workup

  1. temperatureAfter cooling
  2. customchromatographed on a silica gel column

Sources & evidence

ORD record
ord-f90b9dd6d5d1493f95be97b17b7c09a8
Source dataset
uspto-grants-2015_09
Patent number
US09126927B2

Reaction notes

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