134628-42-5

Basic information

• Product Name: PIPERAZINE-2,2,3,3,5,5,6,6-D8
• Synonyms: PIPERAZINE-2,2,3,3,5,5,6,6-D8;Piperazine--d8
• CAS NO: 134628-42-5
• Molecular Formula: C₄H₁₀N₂
• Molecular Weight: 94.18
• Mol File: 134628-42-5.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• CAS DataBase Reference: PIPERAZINE-2,2,3,3,5,5,6,6-D8(CAS DataBase Reference)
• NIST Chemistry Reference: PIPERAZINE-2,2,3,3,5,5,6,6-D8(134628-42-5)
• EPA Substance Registry System: PIPERAZINE-2,2,3,3,5,5,6,6-D8(134628-42-5)

Safety Data

• Hazardous Substances Data: 134628-42-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 134628-42-5 differently. You can refer to the following data:
1. Piperazine D8 can be intended for use as an internal standard for the quantification of Piperazine by GC- or LC-mass spectrometry.
2. Piperazine-2,2,3,3,5,5,6,6-d8 (CAS# 134628-42-5) is a useful isotopically labeled research compound.

Synthetic route

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 2-chloro-N-(2,6-di(d3-methyl)phenyl)-2,2-d2-acetamide (1054624-86-0) → N-(2,6-di(d3-methyl)phenyl)-2-(d8-piperazin-1-yl)-2,2-d2-acetamide (1054624-87-1)

Conditions	Yield
Stage #1: piperazine-2,2,3,3,5,5,6,6-d8; 2-chloro-N-(2,6-di(d3-methyl)phenyl)-2,2-d2-acetamide In ethyl [2]alcohol for 3h; Heating / reflux; Stage #2: With ammonia In ethyl [2]alcohol; water	99%

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 4-chlorobenzonitrile (100-00-5) → C10H5(2)H8N3O2

Conditions	Yield
In diethylene glycol dimethyl ether at 100℃; for 6h;	80%

tert-butyl 4-fluoro-2-nitrobenzoate (942271-60-5) + piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) → C15H13(2)H8N3O4

Conditions	Yield
In water; N,N-dimethyl-formamide at 20℃; for 5h;	74.5%

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 1-[3-[(2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carbonyl)amino]-5-fluoro-4-pyridyl]piperidine-4-carboxylic acid hydrochloride (1613192-04-3) → 2-amino-6-fluoro-N-(5-fluoro-4-(4-(2,2,3,3,5,5,6,6-octadeutero-piperazine-1-carbonyl)piperidin-1-yl)-3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;	48%

ethyl 2-chloropyrimidine-5-carboxylate (89793-12-4) + piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + di-tert-butyl dicarbonate (24424-99-5) → C16H16(2)H8N4O4

Conditions	Yield
Stage #1: ethyl 2-chloropyrimidine-5-carboxylate; piperazine-2,2,3,3,5,5,6,6-d8 With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 3h; Cooling with ice; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane for 1h; Inert atmosphere;	47.4%

methanesulfonic acid (75-75-2) + piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 4-(chloromethyl-d2)-N-(4-(methyl-d3)-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)benzamide → N-(4-(methyl-d3)-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)-4-((piperazin-1-yl-d8)methyl-d2)benzamide bis-methanesulfonic acid salt

Conditions	Yield
Stage #1: piperazine-2,2,3,3,5,5,6,6-d8; 4-(chloromethyl-d2)-N-(4-(methyl-d3)-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)benzamide In dichloromethane; acetonitrile Reflux; Stage #2: With [D]-sodium hydroxide In methanol; chloroform; water-d2 Stage #3: methanesulfonic acid In dichloromethane	43%

methanesulfonic acid (75-75-2) + piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 4-(chloromethyl-d2)-N-(4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)benzamide (1207619-83-7) → N-(4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)-4-((piperazin-1-yl-d8)methyl-d2)benzamide bis-methanesulfonic acid salt

Conditions	Yield
Stage #1: piperazine-2,2,3,3,5,5,6,6-d8; 4-(chloromethyl-d2)-N-(4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)benzamide In dichloromethane; acetonitrile Reflux; Stage #2: With [D]-sodium hydroxide In methanol; chloroform; water-d2 Stage #3: methanesulfonic acid In acetone	33%

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 1-chloro-4-(chloro(phenyl)methyl)benzene (134-83-8) → 1-[(4-chlorophenyl)phenylmethyl]piperazine-2,2,3,3,5,5,6,6-d8

Conditions	Yield
With potassium carbonate In acetonitrile at 85℃; Sealed tube;	32.1%

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 1-(3-[D3]methoxy-4-nitrophenyl)piperidin-4-one → C16H13(2)H11N4O3

Conditions	Yield
With titanium(IV) isopropylate at 20℃;	25.4%

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) → d8-furan-2-yl-piperazin-1-yl-methanone (1006717-19-6)

Conditions	Yield
Stage #1: 2-furanoic acid With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0℃; for 0.25h; Stage #2: piperazine-2,2,3,3,5,5,6,6-d8 With pyridine In dichloromethane at 20℃;

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + d12-2-(2-methoxyphenoxymethyl)oxirane (1092805-03-2) → d20-1-(2-methoxy-phenoxy)-3-piperazin-1-yl-propan-2-ol (1092805-04-3)

Conditions	Yield
In methanol at 0 - 5℃; for 3h;

5-Chloro-1-phenyltetrazole (14210-25-4) + piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) → C11H6(2)H8N6 (1352806-46-2)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 115℃; for 72h;

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + benzoyl chloride-d5 (43019-90-5) → C11H(2)H13N2O (1352806-44-0)

Conditions	Yield
Stage #1: piperazine-2,2,3,3,5,5,6,6-d8 With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.5h; Stage #2: benzoyl chloride-d5 In tetrahydrofuran; hexane for 0.0833333h;

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 3,4-Difluorobenzonitrile (64248-62-0) → 3-fluoro-4-(piperazin-1-yl-2,2,3,3,5,5,6,6-d8)benzonitrile

Conditions	Yield
at 110℃; for 16h;

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoic acid methyl ester (1235865-75-4) → methyl 4-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzoate

Conditions	Yield
In dimethyl sulfoxide at 85℃; for 2.5h;

piperazine-2,2,3,3,5,5,6,6-d8 (134628-42-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (2,2,3,3,5,5,6,6-(2H8))piperazine-1-carboxylate (1126621-86-0)

Conditions	Yield
Stage #1: piperazine-2,2,3,3,5,5,6,6-d8 With trifluoroacetic acid In methanol; water at 20 - 28℃; for 0.75h; Stage #2: di-tert-butyl dicarbonate With iodine In methanol; water at 20℃;	3.43 g

Downstream Products

• 1092805-04-3 d20-1-(2-methoxy-phenoxy)-3-piperazin-1-yl-propan-2-ol 
• 1189925-23-2 1-[(4-chlorophenyl)phenylmethyl]piperazine-2,2,3,3,5,5,6,6-d₈ 
• 1126621-86-0 tert-butyl (2,2,3,3,5,5,6,6-(²H₈))piperazine-1-carboxylate 
• 1352806-44-0 C₁₁H⁽²⁾H₁₃N₂O 
• 1054624-87-1 N-(2,6-di(d3-methyl)phenyl)-2-(d8-piperazin-1-yl)-2,2-d2-acetamide