L-Leucinol → (S)-2-(2-chloro-5-thiophen-3-yl-pyrimidine-4-ylamino)-4-methyl-pentan-1-ol

HRID 1169731Notes

Reaction equation

HRID 1169731 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5](I)=[CH:4][N:3]=1.[NH2:10][C@H:11]([CH2:16][OH:17])[CH2:12][CH:13]([CH3:15])[CH3:14].[S:18]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19]1>>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][C@@H:11]([CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:16][OH:17])[C:5]([C:20]2[CH:21]=[CH:22][S:18][CH:19]=2)=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 111307L-LeucinolHCID 2634382,4-Dichloro-5-iodopyrimidineHCID 581760Thiophene-3-boronic acid

Product 1

HCID 58985746(S)-2-(2-chloro-5-thiophen-3-yl-pyrimidine-4-ylamino)-4-methyl-pentan-1-ol

Procedure

Preparation according to procedures 2 and 3 with the use of 2,4-dichloro-5-iodopyrimidine, L-leucinol (Aldrich) and thiophen-3-boronic acid (Aldrich).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-f90ae3f480174176bb7fd6fd7bb25163
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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