(1S,2R)-2-(3,4-Difluorophenyl)-cyclopropanaMine

Base Information

• Chemical Name: (1S,2R)-2-(3,4-Difluorophenyl)-cyclopropanaMine
• CAS No.: 1345413-20-8
• Molecular Formula: C9H9F2N
• Molecular Weight: 169.174
• Mol file: 1345413-20-8.mol

Synonyms:(1S,2R)-2-(3,4-Difluorophenyl)cyclopropanamine;(1S,2R)-2-(3,4-difluorophenyl) cyclopropanamine;(1S,2R)-2-(3,4-DIFLUOROPHENYL)-CYCLOPROPANAMINE;

Chemical Property of (1S,2R)-2-(3,4-Difluorophenyl)-cyclopropanaMine

Chemical Property:

• Boiling Point: 212.5±40.0 °C at 760 mmHg
• PKA: 8.07±0.70(Predicted)
• Flash Point: 99.0±14.4 °C
• PSA: 26.02000
• Density: 1.3±0.1 g/cm³
• LogP: 2.47970

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1S,2R)-2-(3,4-Difluorophenyl)-cyclopropanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2R)-2-(3,4-Difluorophenyl)-cyclopropanaMine

There total 5 articles about (1S,2R)-2-(3,4-Difluorophenyl)-cyclopropanaMine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

trans-(1S,2R)-2-(3,4-difluorophenyl)-1-nitrocyclopropane (1345413-24-2) → trans-(1S,2R)-2-(3,4-difluorophenyl)-cyclopropylamine (1345413-20-8,1006614-49-8,220352-38-5,1459719-81-3)

Guidance literature:

trans-(1S,2R)-2-(3,4-difluorophenyl)-1-nitrocyclopropane; With hydrogenchloride; zinc; In water; isopropyl alcohol; at 40 ℃; for 2h;

With sodium hydroxide; In water; isopropyl alcohol; pH=12 - 13;

Reference yield:

ortho-difluorobenzene (367-11-3) → trans-(1S,2R)-2-(3,4-difluorophenyl)-cyclopropylamine (1345413-20-8,1006614-49-8,220352-38-5,1459719-81-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: aluminum (III) chloride / dichloromethane / 4 h / 20 - 25 °C / Industry scale

2.1: sodium iodide; 3,5-dihydroxyphenol; sodium nitrite / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere

3.1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene; tetrahydrofuran / 4 h / 25 - 30 °C / Inert atmosphere

4.1: triphenylphosphine; diethylazodicarboxylate / toluene / 2 h / 0 - 10 °C

5.1: hydrogenchloride; zinc / isopropyl alcohol; water / 2 h / 40 °C

5.2: pH 12 - 13

With hydrogenchloride; aluminum (III) chloride; 3,5-dihydroxyphenol; dimethylsulfide borane complex; triphenylphosphine; sodium iodide; zinc; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; sodium nitrite; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;

Reference yield:

(1R)-1-(3,4-difluorophenyl)-3-nitropropan-1-ol (1345413-23-1) → trans-(1S,2R)-2-(3,4-difluorophenyl)-cyclopropylamine (1345413-20-8,1006614-49-8,220352-38-5,1459719-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine; diethylazodicarboxylate / toluene / 2 h / 0 - 10 °C

2.1: hydrogenchloride; zinc / isopropyl alcohol; water / 2 h / 40 °C

2.2: pH 12 - 13

With hydrogenchloride; triphenylphosphine; zinc; diethylazodicarboxylate; In water; isopropyl alcohol; toluene;

upstream raw materials:

ortho-difluorobenzene

(1R)-1-(3,4-difluorophenyl)-3-nitropropan-1-ol

trans-(1S,2R)-2-(3,4-difluorophenyl)-1-nitrocyclopropane

3-chloro-1-(3',4'-difluorophenyl)-propan-1-one

Downstream raw materials:

(1S,2R,3S,4R,5S)-4-(6-(((1S,2R)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(phenylethynyl)-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

(3aR,3bS,4aS,5R,5aS)-5-(6-(((1S,2R)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

(3aR,3bS,4aS,5R,5aS)-5-(6-(((1S,2R)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(phenylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa[3,4]cyclopenta [1,2-d][1,3]dioxole-3b(3aH)-carboxamide

(3aR,3bS,4aS,5R,5aS)-5-(6-(((1S,2R)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-iodo-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

Refernces

• 1、 -. "NOVEL PROCESS FOR PREPARING PHENYLCYCLOPROPYLAMINE DERIVATIVES USING NOVEL INTERMEDIATES". . . Retrieved 2011/11/06.