Benzyl Alcohol → 2-Amino-4-benzyloxy-6-chloro-pyrimidine-5-carbonitrile

HRID 1356148Notes

Reaction equation

HRID 1356148 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.[CH2:14]([OH:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:3]=[C:4]([O:21][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]([C:9]#[N:10])=[C:6]([Cl:8])[N:7]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185072772-Amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile

Product 1

HCID 185072162-Amino-4-benzyloxy-6-chloro-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile, benzyl alcohol and DBU in DME. EI-MS m/e (%): 262 (M{37Cl}+, 22), 260 (M{35Cl}+,60), 91 (100).

Sources & evidence

ORD record
ord-35cb7a6ccbc344d0ab62a9a0491b4d79
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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