Chloroacetyl chloride → Methyl 2-(3-((N-(3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propyl)-2-chloroacetamido)methyl)phenyl)acetate

HRID 1617126Notes

Reaction equation

HRID 1617126 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][CH2:10][CH2:11][NH:12][CH2:13][C:14]2[CH:15]=[C:16]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH:17]=[CH:18][CH:19]=2)=[C:4]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[N:3]=1.[Cl:31][CH2:32][C:33](Cl)=[O:34]>CC#N>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][CH2:10][CH2:11][N:12]([CH2:13][C:14]2[CH:15]=[C:16]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH:17]=[CH:18][CH:19]=2)[C:33](=[O:34])[CH2:32][Cl:31])=[C:4]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[N:3]=1

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 42613957Methyl 2-(3-((3-(2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propylamino)methyl)phenyl)acetate

Product 1

HCID 68952086Methyl 2-(3-((N-(3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propyl)-2-chloroacetamido)methyl)phenyl)acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The product from Example 1 (0.1 g) was dissolved in MeCN (10 mL) and chloroacetyl chloride (0.027 g) was added. The reaction mixture was stirred for 16 h and the solvents evaporated to give the subtitle compound which was used without further purification.

Workup

  1. customthe solvents evaporated

Sources & evidence

ORD record
ord-3dc88099d5b24c77b357cd21368e1cf9
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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