Thionyl Chloride → 5-(4-(Chloromethyl)benzyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine

HRID 1617190Notes

Reaction equation

HRID 1617190 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][C:6]1[N:11]=[C:10]([CH3:12])[C:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20]O)=[CH:16][CH:15]=2)=[C:8]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:7]=1>C(Cl)Cl>[Cl:3][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][C:9]2[C:8]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[N:7][C:6]([NH2:5])=[N:11][C:10]=2[CH3:12])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68416750(4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)phenyl)methanol

Product 1

HCID 684164415-(4-(Chloromethyl)benzyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (1 ml) was added to a mixture of the product from step (v) (1.2 g) in DCM (20 ml) and stirred at rt for 2 h. The solvent was evaporated under reduced pressure and the residue used crude in the next step.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6eedd10bad8144e59659bf43f6fdef8c
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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