(R)-(-)-2-Amino-1-propanol → (R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-ol

HRID 1169725Notes

Reaction equation

HRID 1169725 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([I:9])=[CH:4][N:3]=1.[NH2:10][C@H:11]([CH3:14])[CH2:12][OH:13]>>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][C@H:11]([CH3:14])[CH2:12][OH:13])[C:5]([I:9])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 80308(R)-(-)-2-Amino-1-propanolHCID 2634382,4-Dichloro-5-iodopyrimidine

Product 1

HCID 59550865(R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-olYield 88%

Procedure

In the reaction of 2,4-dichloro-5-iodopyrimidine (3.0 g, 10.9 mmol) with (R)-2-amino-1-propanol (884 mg, 11.8 mmol) according to procedure 2, the desired product is obtained in 88% yield (1.6 g) after chromatographic purification (silica gel, dichloromethane/methanol (0% to 20% methanol)).

Sources & evidence

ORD record
ord-6495cd4022e34b318bb1bd507ed91afb
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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