5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

Base Information

Chemical Name:5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester
CAS No.:1029052-67-2
Molecular Formula:C₂₂H₂₀Cl₂N₄O₅S₂
Molecular Weight:555.463
Hs Code.:

Synonyms:5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

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Chemical Property of 5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

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Technology Process of 5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

There total 4 articles about 5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester 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: 60.3%

: 1001414-09-0
1-benzenesulfonyl-5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

: 388594-31-8
(4-chloro-5-formylthiazol-2-yl)carbamic acid tert-butyl ester

: 1029052-67-2
5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

Guidance literature:: 1-benzenesulfonyl-5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at -45 - -25 ℃; for 0.666667h; Inert atmosphere;

(4-chloro-5-formylthiazol-2-yl)carbamic acid tert-butyl ester; In tetrahydrofuran; at -65 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

: 900514-08-1
5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

: 1029052-67-2
5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 15 h / 0 - 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.67 h / -45 - -25 °C / Inert atmosphere

2.2: 2 h / -65 - 20 °C / Inert atmosphere

With isopropylmagnesium chloride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 866546-07-8
5-chloro-1H-pyrrolo[2,3-b]pyridine

: 1029052-67-2
5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)hydroxymethyl]-4-chlorothiazol-2-ylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Iodine monochloride; pyridine / dichloromethane / 2.33 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 15 h / 0 - 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.67 h / -45 - -25 °C / Inert atmosphere

3.2: 2 h / -65 - 20 °C / Inert atmosphere

With pyridine; isopropylmagnesium chloride; Iodine monochloride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;