5-Boc-Octahydropyrrolo[3,4-c]pyridine

Base Information

• Chemical Name: 5-Boc-Octahydropyrrolo[3,4-c]pyridine
• CAS No.: 351370-99-5
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.319
• Hs Code.: 2933990090
• European Community (EC) Number: 838-882-1,863-269-0
• DSSTox Substance ID: DTXSID70599234
• Mol file: 351370-99-5.mol

Synonyms:351370-99-5;5-Boc-Octahydropyrrolo[3,4-c]pyridine;5-Boc-octahydro-pyrrolo[3,4-c]pyridine;1257389-94-8;tert-butyl 1,2,3,3a,4,6,7,7a-octahydropyrrolo[3,4-c]pyridine-5-carboxylate;5-Boc-octahydro-pyrrolo(3,4-c)pyridine;Octahydro-pyrrolo[3,4-c]pyridine-5-carboxylic acid tert-butyl ester;tert-butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-5(6H)-carboxylate;tert-butyl octahydro-1H-pyrrolo[3,4-c]pyridine-5-carboxylate;tert-butyl octahydro-5H-pyrrolo[3,4-c]pyridine-5-carboxylate;tert-butyl (3aS,7aS)-octahydro-1H-pyrrolo[3,4-c]pyridine-5-carboxylate;TERT-BUTYL OCTAHYDROPYRROLO[3,4-C]PYRIDINE-5-CARBOXYLATE;1273568-65-2;trans-5-Boc-octahydro-1H-pyrrolo[3,4-c]pyridine;1932232-66-0;MFCD06858491;(3aR,7aS)-5-Boc-octahydro-pyrrolo[3,4-c]pyridine;SCHEMBL2239446;TERT-BUTYL TRANS-OCTAHYDRO-1H-PYRROLO[3,4-C]PYRIDINE-5-CARBOXYLATE;trans-tert-Butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-5(6H)-carboxylate;DTXSID70599234;LRTPRHCNWAEZBN-UHFFFAOYSA-N;tert-butyl (3aS,7aR)-1,2,3,3a,4,6,7,7a-octahydropyrrolo[3,4-c]pyridine-5-carboxylate;CS-D0202;AKOS015841297;PB17404;PB40189;SB74487;AC-28238;AS-42133;DB-029065;A6169;AM20120532;EN300-245820;(3aR,7aR)-5-Boc-octahydro-pyrrolo[3,4-c]pyridine;5-Boc-octahydro-pyrrolo[3,4-c]pyridine, AldrichCPR;F8887-3857;2-Methyl-2-propanyl octahydro-5H-pyrrolo[3,4-c]pyridine-5-carboxylate;OCTAHYDROPYRROLO[3,4-C]PYRIDINE-5-CARBOXYLIC ACID TERT-BUTYL ESTER;5H-Pyrrolo[3,4-c]pyridine-5-carboxylic acid, octahydro-, 1,1-dimethylethyl ester

Chemical Property of 5-Boc-Octahydropyrrolo[3,4-c]pyridine

Chemical Property:

• Vapor Pressure: 0.000485mmHg at 25°C
• Refractive Index: 1.489
• Boiling Point: 313.81 °C at 760 mmHg
• PKA: 11.15±0.20(Predicted)
• Flash Point: 143.587 °C
• PSA: 41.57000
• Density: 1.053 g/cm³
• LogP: 1.72950
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 226.168127949
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

98%, ^*data from raw suppliers

5-Boc-octahydro-pyrrolo[3,4-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2CNCC2C1

Technology Process of 5-Boc-Octahydropyrrolo[3,4-c]pyridine

There total 8 articles about 5-Boc-Octahydropyrrolo[3,4-c]pyridine 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: 50.0%

tert-butyl 2-benzylhexahydro-1H-pyrrolo[3,4-c]pyridine-5(6H)-carboxylate (351370-97-3) → tert-butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-5(6H)-carboxylate (351370-99-5)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In tetrahydrofuran; at 60 ℃; for 24h; under 22502.3 Torr;

Reference yield:

cinchomeronic anhydride (4664-08-8) → tert-butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-5(6H)-carboxylate (351370-99-5)

Guidance literature:

Multi-step reaction with 6 steps

1: acetic anhydride / 1 h / 0 - 20 °C / Reflux

2: acetic anhydride / 4 h / 110 °C

3: palladium on carbon; hydrogen / methanol / 60 °C / 22502.3 Torr

4: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere; Reflux

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

6: palladium(II) hydroxide; hydrogen / tetrahydrofuran / 24 h / 60 °C / 22502.3 Torr

With lithium aluminium tetrahydride; palladium on carbon; hydrogen; palladium(II) hydroxide; acetic anhydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

2-benzyl-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione (18205-25-9) → tert-butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-5(6H)-carboxylate (351370-99-5)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen; palladium 10% on activated carbon / 2-methoxy-ethanol / 6 h / 35 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 °C / Reflux; Inert atmosphere

3: sodium carbonate / tetrahydrofuran / 0 - 20 °C

4: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate / 3 h / 20 °C

With lithium aluminium tetrahydride; palladium 10% on activated carbon; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium carbonate; In tetrahydrofuran; 2-methoxy-ethanol; ethyl acetate;

upstream raw materials:

2-benzyl-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione

3,4-pyridinedicarboximide

2-benzylhexahydro-1H-pyrrolo[3.4-c]pyridine-1,3(2H)-dione

2-benzyloctahydro-1H-pyrrolo[3.4-c]pyridine

Downstream raw materials:

tert-butyl 2-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydro-1H-pyrrolo[3,4-c] pyridine-5(6H)-carboxylate

N-(3-chloro-4-fluorophenyl)-6-(3-(hexahydro-1H-pyrrolo[3.4-c]pyridin-2(3H)-yl)propoxy)-7-methoxyquinazolin-4-amine

Refernces

• 1、 -. "AMINOQUINAZOLINE DERIVATIVES AND THEIR SALTS AND METHODS OF USE". . . Retrieved 2014/08/19.