2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde

Base Information

• Chemical Name: 2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde
• CAS No.: 955979-02-9
• Molecular Formula: C₁₂H₁₂ClN₃O₂S
• Molecular Weight: 297.765
• Mol file: 955979-02-9.mol

Synonyms:2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde;Thieno[3,2-d]pyriMidine-6-carboxaldehyde, 2-chloro-7-Methyl-4-(4-Morpholinyl)-;2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde-5

Chemical Property of 2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde

Chemical Property:

• PSA: 83.56000
• Density: 1.469±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 2.36720

Purity/Quality:

99%+, ^*data from raw suppliers

2-Chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde

There total 6 articles about 2-chloro-7-Methyl-4-Morpholinothieno[3,2-d]pyriMidine-6-carbaldehyde 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%

4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine (35265-88-4) → 2-chloro-7-methyl-4-morpholinothieno[3,2-d]-pyrimidine-6-carbaldehyde (955979-02-9)

Guidance literature:

With hydrogenchloride; n-butyllithium; acetic acid; In tetrahydrofuran; n-heptane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield: 96.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine (35265-88-4) → 2-chloro-7-methyl-4-morpholinothieno[3,2-d]-pyrimidine-6-carbaldehyde (955979-02-9)

Guidance literature:

4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine; With isopropylmagnesium chloride; In tetrahydrofuran; at -8 ℃; Inert atmosphere; Industrial scale;

With n-butyllithium; In tetrahydrofuran; n-heptane; at -8 ℃; for 2h; Inert atmosphere; Industrial scale;

N,N-dimethyl-formamide; Further stages; Industrial scale;

DOI:10.1021/op500366s

Reference yield:

3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester (85006-31-1) → 2-chloro-7-methyl-4-morpholinothieno[3,2-d]-pyrimidine-6-carbaldehyde (955979-02-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide; potassium cyanate; acetic acid / water

2: trichlorophosphate / water; N,N-dimethyl-aniline; acetonitrile

3: methanol

4: n-butyllithium; hydrogenchloride; acetic acid / water; tetrahydrofuran; n-heptane; N,N-dimethyl-formamide; isopropyl alcohol

With hydrogenchloride; potassium cyanate; sodium hydroxide; n-butyllithium; acetic acid; trichlorophosphate; In tetrahydrofuran; methanol; n-heptane; water; N,N-dimethyl-aniline; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

upstream raw materials:

N,N-dimethyl-formamide

4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine

3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester

7-methylthieno<3,2-d>pyrimidine-2,4-dione

Downstream raw materials:

(R)-1-(4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)piperazin-1-yl)-2-hydroxypropan-1-one

Refernces

• 1、 -. "DUAL KINASE-BROMODOMAIN INHIBITORS". Page/Page column 170. . Retrieved 2021/12/12.
• 2、 -. "PROCESS FOR MAKING THIENOPYRIMIDINE COMPOUNDS". Page/Page column. . Retrieved 2014/04/18.