(R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

Base Information

Chemical Name:(R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol
CAS No.:904915-42-0
Molecular Formula:C₁₆H₁₄F₃NO
Molecular Weight:293.288
Hs Code.:

Synonyms:(R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

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Technology Process of (R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

There total 6 articles about (R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol 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: 99.0%

: 904915-36-2
(R)-2-chloro-6,7-dihydro-4-methyl-5H-cyclopenta[b]pyridin-7-ol

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 904915-42-0
(R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; for 16h; Heating;
DOI:10.1016/j.tetlet.2006.04.111

Reference yield:

: 20594-30-3
4-methyl-6,7-dihydro-5H-[1]pyrindine-2-ol

: 904915-42-0
(R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / POCl₃ / 16 h / 120 °C

2.1: aq. hydrogen peroxide / acetic acid / 16 h / 70 - 80 °C

2.2: 79 percent / H₂O / 0 - 100 °C

3.1: 88 percent / K₂CO₃ / methanol / 20 °C

4.1: 90 percent / oxalyl chloride; DMSO / CH₂Cl₂ / -78 - 20 °C

5.1: (S)-Me-CBS; BH₃*THF / tetrahydrofuran; CH₂Cl₂ / 30 °C

6.1: 99 percent / Pd(PPh₃)4; Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol; H₂O / 16 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; oxalyl dichloride; (S)-Me-CBS; dihydrogen peroxide; sodium carbonate; potassium carbonate; dimethyl sulfoxide; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetic acid; 6.1: Suzuki coupling reaction;
DOI:10.1016/j.tetlet.2006.04.111

Reference yield:

: 267242-99-9
2-chloro-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridine

: 904915-42-0
(R)-4-methyl-2-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. hydrogen peroxide / acetic acid / 16 h / 70 - 80 °C

1.2: 79 percent / H₂O / 0 - 100 °C

2.1: 88 percent / K₂CO₃ / methanol / 20 °C

3.1: 90 percent / oxalyl chloride; DMSO / CH₂Cl₂ / -78 - 20 °C

4.1: (S)-Me-CBS; BH₃*THF / tetrahydrofuran; CH₂Cl₂ / 30 °C

5.1: 99 percent / Pd(PPh₃)4; Na₂CO₃ / 1,2-dimethoxy-ethane; ethanol; H₂O / 16 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; oxalyl dichloride; (S)-Me-CBS; dihydrogen peroxide; sodium carbonate; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetic acid; 5.1: Suzuki coupling reaction;
DOI:10.1016/j.tetlet.2006.04.111