2-(3-Aminophenyl)ethan-1-ol → HCID 57962584, compound

HRID 541922Notes

Reaction equation

HRID 541922 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]([CH3:22])[C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15]C3CCCCO3)[CH:10]=2)[C:5]([Cl:23])=[CH:4][N:3]=1.[NH2:24][C:25]1[CH:26]=[C:27]([CH2:31][CH2:32][OH:33])[CH:28]=[CH:29][CH:30]=1>>[Cl:23][C:5]1[C:6]([N:8]([CH3:22])[C:9]2[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=2)=[N:7][C:2]([NH:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][CH2:32][OH:33])[CH:26]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 149389872-(3-Aminophenyl)ethan-1-olHCID 57962415HCID 57962415, compound

Product 1

HCID 57962584HCID 57962584, compoundYield 59%

Procedure

The desired compound was prepared according to the procedure of Example D5, step B, using 2,5-dichloro-N-methyl-N-[3-(tetrahydro-2H-pyran-2-yloxy)phenyl]pyrimidin-4-amine and 2-(3-aminophenyl)ethanol [Bioorg. Med. Chem. 2005, 13, 6703-6712] as the starting materials in 59% yield. LCMS for C19H20ClN4O2 (M+H)+: m/z=371.1.

Sources & evidence

ORD record
ord-26eee336e8314b199d54eefad113960b
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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