2,4,5-Trichloropyrimidine → HCID 86633980, compound

HRID 1687579Notes

Reaction equation

HRID 1687579 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]#[N:11].[Cl:12][C:13]1[N:18]=[C:17](Cl)[C:16]([Cl:20])=[CH:15][N:14]=1>>[Cl:12][C:13]1[N:18]=[C:17]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[CH2:8][CH2:9][C:10]#[N:11])[C:16]([Cl:20])=[CH:15][N:14]=1

Participants

3

Reactant 2

HCID 2372592,4,5-TrichloropyrimidineHCID 126281513-(2-Aminophenyl)propanenitrile

Product 1

HCID 86633980HCID 86633980, compound

Procedure

3-[2-(2,5-Dichloro-pyrimidin-4-ylamino)-phenyl]-propionitrile was prepared from 3-(2-Amino-phenyl)-propionitrile and 2,4,5-Trichloro-pyrimidine in an analogous manner to Example 1230a. Title product was isolated as an off white solid (554 mg, 94%), MP: 115-116, LCMS 293.10 (M+H), HPLC purity: 92%, 1H-NMR (CDCl3, 400 MHz) δ:8.24 (s, 1H), 7.48-7.45 (m, 1H), 7.39-7.36 (m, 3H), 7.19 (bs, 1H), 2.98 (t, J=7.2 Hz, 2H), 2.71 (t, J=7.2 Hz, 2H).

Sources & evidence

ORD record
ord-f73ec881197947e89dda34397b3b68d7
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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