N,N-Dimethylpropargylamine → 2-{2-[3-(Dimethylamino)prop-1-yn-1-yl]-1-methyl-4-phenyl-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine

HRID 32613

Reaction equation

HRID 32613 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[S:8][C:9]3[N:10]=[CH:11][N:12]=[C:13]([NH2:16])[C:14]=3[N:15]=2)=[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:4]=[C:3]1[C:23]#[C:24][Si](C)(C)C.[CH3:29][N:30]([CH3:34])[CH2:31]C#C>>[CH3:29][N:30]([CH3:34])[CH2:31][C:24]#[C:23][C:3]1[N:2]([CH3:1])[C:6]([C:7]2[S:8][C:9]3[N:10]=[CH:11][N:12]=[C:13]([NH2:16])[C:14]=3[N:15]=2)=[C:5]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:4]=1

Participants

3

Reactant 2

HCID 81643N,N-DimethylpropargylamineHCID 691941732-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

Product 1

HCID 691969042-{2-[3-(Dimethylamino)prop-1-yn-1-yl]-1-methyl-4-phenyl-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine

Procedure

The title compound was prepared by a similar process to that described for Intermediate 45 but using 1-dimethylamino-2-propyne in place of trimethylsilyl acetylene. Colourless solid (25 mg, 64%);

Sources & evidence

ORD record
ord-d8b8b1dd6abf448eb7b3801d6269f3ed
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Linked notes

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