(1R)-5-BROMOINDANYLAMINE

Base Information

• Chemical Name: (1R)-5-BROMOINDANYLAMINE
• CAS No.: 1228561-27-0
• Molecular Formula: C₉H₁₀BrN
• Molecular Weight: 212.089
• Mol file: 1228561-27-0.mol

Synonyms:(1R)-5-BROMOINDANYLAMINE;(1R)-5-BROMOINDANYLAMINE-HCL;(R)-5-Bromo-indan-1-ylamine hydrochloride

Chemical Property of (1R)-5-BROMOINDANYLAMINE

Chemical Property:

• Boiling Point: 278.2±40.0 °C(Predicted)
• PKA: 9.05±0.20(Predicted)
• PSA: 26.02000
• Density: 1.490±0.06 g/cm3(Predicted)
• LogP: 3.09540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

(R)-5-Bromo-2,3-dihydro-1H-inden-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R)-5-BROMOINDANYLAMINE

There total 3 articles about (1R)-5-BROMOINDANYLAMINE 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: 80.0%

(1R)-1-azido-5-bromo-2,3-dihydro-1H-indene (1334784-73-4) → (1R)-5-bromo-2,3-dihydro-1H-inden-1-amine (1228561-27-0)

Guidance literature:

With tin(II) chloride dihdyrate; In methanol; at 20 ℃;

Reference yield:

5-Bromo-1-indanone (34598-49-7) → (1R)-5-bromo-2,3-dihydro-1H-inden-1-amine (1228561-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 4 h / -10 - 0 °C / Inert atmosphere

2.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 3 - 15 °C / Inert atmosphere

3.1: tin(II) chloride dihdyrate / methanol / 20 °C

3.2: 1 h

With tin(II) chloride dihdyrate; dimethylsulfide borane complex; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; methanol; toluene;

Reference yield:

(1S)-5-bromo-2,3-dihydro-1H-inden-1-ol (1270284-15-5) → (1R)-5-bromo-2,3-dihydro-1H-inden-1-amine (1228561-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 3 - 15 °C / Inert atmosphere

2.1: tin(II) chloride dihdyrate / methanol / 20 °C

2.2: 1 h

With tin(II) chloride dihdyrate; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; toluene;

upstream raw materials:

5-Bromo-1-indanone

(1S)-5-bromo-2,3-dihydro-1H-inden-1-ol

(1R)-1-azido-5-bromo-2,3-dihydro-1H-indene

Downstream raw materials:

(R)-2-(2-methylimidazo[2,1-b]thiazol-6-yl)-1-(2-(5-(6-methylpyrimidin-4-yl)-2,3-dihydro-1H-inden-1-yl)-2,7-diazaspiro[3.5]nonan-7-yl)ethanone

tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

4-[(R)-1-(2,7-diaza-spiro[3.5]non-2-yl)-indan-5-yl]-benzamide hydrochloride

2-(4-methoxyphenyl)-1-{2-[(1R)-5-(pyrimidin-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-yl}ethanone

Refernces

• 1、 -. "DIHYDROBENZOFURAN AND INDEN ANALOGS AS CARDIAC SARCOMERE INHIBITORS". . . Retrieved 2019/08/08.
• 2、 -. "2,3-DIHYDRO-1H-INDEN-1-YL-2,7-DIAZASPIRO[3.5] NONANE DERIVATIVES". . . Retrieved 2011/10/10.