Thionyl Chloride → 4-Chloro-5-(4-(chloromethyl)-2-methoxybenzyl)-6-methylpyrimidin-2-amine

HRID 2387826Notes

Reaction equation

HRID 2387826 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][C:6]1[N:11]=[C:10]([Cl:12])[C:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20]O)=[CH:16][C:15]=2[O:22][CH3:23])=[C:8]([CH3:24])[N:7]=1>C(Cl)Cl>[Cl:12][C:10]1[C:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][Cl:3])=[CH:16][C:15]=2[O:22][CH3:23])=[C:8]([CH3:24])[N:7]=[C:6]([NH2:5])[N:11]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 86633400(4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)methanol

Product 1

HCID 866334014-Chloro-5-(4-(chloromethyl)-2-methoxybenzyl)-6-methylpyrimidin-2-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (0.12 mL) was added to a solution of the product from step (i) (0.39 g) in DCM (10 mL) at 0° C. The reaction mixture was stirred at rt for 1 h and then the solvent was evaporated under reduced pressure to give the subtitle compound (0.40 g) which was used without purification.

Workup

  1. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a242eb9d4ba14a5aa46ef1de8f793ee3
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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