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4,5-Pyrimidinediamine, 6-chloro-2-methyl-

Product Name
4,5-Pyrimidinediamine, 6-chloro-2-methyl-
CAS No.
933-80-2
Chemical Name
4,5-Pyrimidinediamine, 6-chloro-2-methyl-
Synonyms
4,5-Pyrimidinediamine, 6-chloro-2-methyl-
CBNumber
CB21865817
Molecular Formula
C5H7ClN4
Formula Weight
158.59
MOL File
933-80-2.mol
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4,5-Pyrimidinediamine, 6-chloro-2-methyl- Property

storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
Appearance
Off-white to light yellow Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
C380095
Product name
6-Chloro-2-methylpyrimidine-4,5-diamine
Packaging
250mg
Price
$165
Updated
2021/12/16
AK Scientific
Product number
7032CC
Product name
6-Chloro-2-methylpyrimidine-4,5-diamine
Packaging
5g
Price
$1535
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0106074
Product name
6-CHLORO-2-METHYLPYRIMIDINE-4,5-DIAMINE
Purity
95.00%
Packaging
5G
Price
$3054.98
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0106074
Product name
6-CHLORO-2-METHYLPYRIMIDINE-4,5-DIAMINE
Purity
95.00%
Packaging
10G
Price
$5076.23
Updated
2021/12/16
Ambeed
Product number
A119409
Product name
6-Chloro-2-methylpyrimidine-4,5-diamine
Purity
95+%
Packaging
100mg
Price
$91
Updated
2021/12/16
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4,5-Pyrimidinediamine, 6-chloro-2-methyl- Chemical Properties,Usage,Production

Uses

6-Chloro-2-methylpyrimidine-4,5-diamine is an intermediate in the synthesis of selective inhibitors of Class I Phosphatidylinositol 3-Kinases.

Synthesis

39906-04-2

933-80-2

The general procedure for the synthesis of 6-chloro-2-methylpyrimidine-4,5-diamine from 2-methyl-4,6-dichloro-5-aminopyrimidine is as follows: 1. Preparation of 6-chloro-4,5-diamino-2-methylpyrimidine. To a 200 mL stainless steel Parr reactor was added 5-amino-4,6-dichloro-2-methylpyrimidine (7.2 g, 40 mmol) and an isopropanol solution of 2M ammonia (100 mL) and the reactor was sealed. The reaction mixture was heated at 150°C for 16 hours. Complete reaction was confirmed by HPLC analysis. After completion of the reaction, the mixture was concentrated under vacuum to obtain the residue. The residue was suspended in a solvent mixture of water (10 mL) and isopropanol (35 mL), stirred at 50°C for 1 hour, and then cooled to room temperature. The precipitate was collected by filtration, washed with a small amount of isopropanol and air dried over a filter to afford 6-chloro-4,5-diamino-2-methylpyrimidine (5.8 g, 91% yield) as a brown powder, which could be used in the next reaction without further purification.

References

[1] Patent: US2011/54173, 2011, A1. Location in patent: Page/Page column 21
[2] Patent: WO2009/144632, 2009, A1. Location in patent: Page/Page column 62
[3] Patent: WO2016/22890, 2016, A1. Location in patent: Page/Page column 64; 65
[4] Patent: WO2010/132598, 2010, A1. Location in patent: Page/Page column 75
[5] Patent: WO2011/25505, 2011, A1. Location in patent: Page/Page column 49

4,5-Pyrimidinediamine, 6-chloro-2-methyl- Preparation Products And Raw materials

Raw materials

Preparation Products

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4,5-Pyrimidinediamine, 6-chloro-2-methyl- Suppliers

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