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

HRID 1617172Notes

Reaction equation

HRID 1617172 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-23bd45bcba7b431dbad60d591362001a
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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