2,6-Dibromopyridine → 3-(6-Bromopyridin-2-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine

HRID 1796035Notes

Reaction equation

HRID 1796035 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[N:3]=1.[CH3:9][C:10]([C:20]1[CH:25]=[CH:24][N:23]2[C:26]([Sn](CCCC)(CCCC)CCCC)=[CH:27][N:28]=[C:22]2[N:21]=1)([O:12][Si:13]([CH2:18][CH3:19])([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:11]>>[Br:8][C:4]1[N:3]=[C:2]([C:26]2[N:23]3[CH:24]=[CH:25][C:20]([C:10]([CH3:9])([O:12][Si:13]([CH2:14][CH3:15])([CH2:18][CH3:19])[CH2:16][CH3:17])[CH3:11])=[N:21][C:22]3=[N:28][CH:27]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 122742,6-DibromopyridineHCID 695597717-(1-Methyl-1-triethylsilanyloxyethyl)-3-tributylstannanylimidazo[1,2-alpha]pyrimidine

Product 1

HCID 179789573-(6-Bromopyridin-2-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine

Procedure

2,6-Dibromopyridine was coupled with 7-(1-methyl-1-triethylsilanyloxyethyl)-3-tributylstannylimidazo[1,2-α]pyrimidine by the method of Example 1 to afford 3-(6-bromopyridin-2-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine as an orange oil: δH (360 MHz, CDCl3) 0.69 (6H, q, J 8), 0.99 (9H, q, J 8), 1.69 (6H, s), 7.34 (1H, d, J 7), 7.54-7.62 (2H, m), 7.69 (1H, d, J 8), 8.29 (1H, s), 10.00 (1H, d, J 7).

Sources & evidence

ORD record
ord-1f283a29d73d45c292d1f1ada0e5af44
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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