2-(2-Cyanophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 2-{6-[7-(1-Methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidin-3-yl]pyridin-2-yl}benzonitrile

HRID 1796036Notes

Reaction equation

HRID 1796036 reaction equation
Br[C:2]1[N:7]=[C:6]([C:8]2[N:12]3[CH:13]=[CH:14][C:15]([C:17]([CH3:27])([O:19][Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH3:18])=[N:16][C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:36]2[CH:43]=[CH:42][CH:41]=[CH:40][C:37]=2[C:38]#[N:39])O1>>[CH3:18][C:17]([C:15]1[CH:14]=[CH:13][N:12]2[C:8]([C:6]3[N:7]=[C:2]([C:36]4[CH:43]=[CH:42][CH:41]=[CH:40][C:37]=4[C:38]#[N:39])[CH:3]=[CH:4][CH:5]=3)=[CH:9][N:10]=[C:11]2[N:16]=1)([O:19][Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH3:27]

Participants

3

Reactant 2

HCID 35702292-(2-Cyanophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 179789573-(6-Bromopyridin-2-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine

Product 1

HCID 695602202-{6-[7-(1-Methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidin-3-yl]pyridin-2-yl}benzonitrile

Procedure

3-(6-Bromopyridin-2-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)-imidazo[1,2-α]pyrimidine was coupled to 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile following the procedure in Example 2 to give 2-{6-[7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidin-3-yl]pyridin-2-yl}benzonitrile as an orange oil.

Sources & evidence

ORD record
ord-5a8c7ec74cf04c8c9ee8b5c5f4618a67
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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