N,N-Dimethylaniline → HCID 11776702, compound

HRID 271542Notes

Reaction equation

HRID 271542 reaction equation
[CH:1]1([C:7]2[N:16]=[C:15](O)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)([Cl:20])=O.CN(C)C1C=CC=CC=1>>[CH:1]1([C:7]2[N:16]=[C:15]([Cl:20])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 178517458HCID 178517458, compound

Product 1

HCID 11776702HCID 11776702, compound

Procedure

2-Cyclohexyl-4-hydroxyquinazoline was treated with phosphorus oxychloride and N,N-dimethylaniline according to the procedure described in S. Lee et al., J. Med. Chem. 1995, 38(18), 3457, to give a nearly quantitative yield of 2-cyclohexyl-4-chloroquinazoline as a yellow solid, which was used immediately in the next step.

Sources & evidence

ORD record
ord-0aac9e3c596242119ad19570c5d0d16b
Source dataset
uspto-grants-2008_11
Patent number
US07452912B2

Reaction notes

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