Piconol → 2-Amino-4-chloro-6-(pyridin-2-ylmethoxy)-pyrimidine-5-carbonitrile

HRID 1356149Notes

Reaction equation

HRID 1356149 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]#[N:10])=[C:4](S(C)=O)[N:3]=1.[OH:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]#[N:10])=[C:4]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[N:3]=1

Participants

5

Reactant 3

HCID 11474PiconolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185072772-Amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile

Product 1

HCID 185074852-Amino-4-chloro-6-(pyridin-2-ylmethoxy)-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile, 2-(hydroxymethyl)pyridine and DBU in DME. EI-MS m/e (%): 261 (M+, 75), 184 (46), 108 (95), 92 (100), 65 (70), 39 (45).

Sources & evidence

ORD record
ord-25469420cdf04868a0914c1335b7d865
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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