(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

Base Information

Chemical Name:(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one
CAS No.:292600-31-8
Molecular Formula:C₂₈H₃₄IN₃O₂
Molecular Weight:571.501
Hs Code.:

Synonyms:(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

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Chemical Property of (S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

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Technology Process of (S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

There total 11 articles about (S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one 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: 98.0%

: 292600-30-7
(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-triethylsilyl-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methylpropan-1-one

: 292600-31-8
(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

Guidance literature:: With Barluenga reagent; trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1016/S0040-4039(01)01322-3

Reference yield: 97.0%

: IPy₂BF₄

: 292600-30-7
(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-triethylsilyl-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methylpropan-1-one

: 292600-31-8
(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane;

Reference yield:

: 5845-15-8
2-azabicyclo-[2.2.2.]octane hydrochloride

: 292600-31-8
(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: PyBOP; NEt₃ / CH₂Cl₂ / 15 h / 20 °C

2: 69 percent / t-BuLi; I₂ / tetrahydrofuran / -78 - -10 °C

3: 78 percent / H₂SO₄ / H₂O / 3.5 h / 95 °C

4: 62 percent / LiCl; Na₂CO₃ / Pd(dppf)Cl₂*CH₂Cl₂ / dimethylformamide / 15 h / 100 °C

5: 98 percent / IPy₂BF₄; TfOH / CH₂Cl₂ / 1.5 h / 20 °C

With Barluenga reagent; trifluorormethanesulfonic acid; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; iodine; tert.-butyl lithium; sodium carbonate; triethylamine; lithium chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01322-3