N,N-Dimethylpropargylamine → HCID 22649209, compound

HRID 393232Notes

Reaction equation

HRID 393232 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][C:4]#[CH:5].[Br:7][C:8]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:9]=1[O:10][C:11]1[C:20]2[C:15](=[CH:16][C:17](OS(C(F)(F)F)(=O)=O)=[C:18]([O:21][CH3:22])[CH:19]=2)[N:14]=[CH:13][N:12]=1>>[Br:7][C:8]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:9]=1[O:10][C:11]1[C:20]2[C:15](=[CH:16][C:17]([C:5]#[C:4][CH2:3][N:2]([CH3:6])[CH3:1])=[C:18]([O:21][CH3:22])[CH:19]=2)[N:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 81643N,N-DimethylpropargylamineHCID 22243789HCID 22243789, compound

Product 1

HCID 22649209HCID 22649209, compound

Procedure

Using an analogous procedure to that described in the second last paragraph of Note [115] above, 3-dimethylamino-1-propyne was reacted with 4-(2-bromo-4-fluorophenoxy)-6-methoxy-7-trifluoromethanesulphonyloxyquinazoline to give 4-(2-bromo-4-fluorophenoxy)-6-methoxy-7-(3-dimethylamino-1-propynyl)quinazoline; NMR Spectrum: (DMSOd6) 2.29 (s, 6H), 3.55 (s, 2H), 4.0 (s, 3H), 7.38-7.83 (m, 3H), 7.67 (s, 1H), 8.05 (s, 1H), 8.63 (s, 1H); Mass Spectrum: M+H+ 430 and 432.

Sources & evidence

ORD record
ord-8263010caa3b41928b3a275b92ed92fd
Source dataset
uspto-grants-2004_10
Patent number
US06806274B1

Reaction notes

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