2,4-Dichloropyrimidine → 3-(2-Chloropyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)-imidazo[1,2-alpha]pyrimidine

HRID 1796052Notes

Reaction equation

HRID 1796052 reaction equation
[CH3:1][C:2]([C:12]1[CH:17]=[CH:16][N:15]2[C:18]([Sn](CCCC)(CCCC)CCCC)=[CH:19][N:20]=[C:14]2[N:13]=1)([O:4][Si:5]([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:6][CH3:7])[CH3:3].[Cl:34][C:35]1[N:40]=[C:39](Cl)[CH:38]=[CH:37][N:36]=1>>[Cl:34][C:35]1[N:40]=[C:39]([C:18]2[N:15]3[CH:16]=[CH:17][C:12]([C:2]([CH3:1])([O:4][Si:5]([CH2:10][CH3:11])([CH2:6][CH3:7])[CH2:8][CH3:9])[CH3:3])=[N:13][C:14]3=[N:20][CH:19]=2)[CH:38]=[CH:37][N:36]=1

Participants

3

Reactant 2

HCID 775312,4-DichloropyrimidineHCID 695597717-(1-Methyl-1-triethylsilanyloxyethyl)-3-tributylstannanylimidazo[1,2-alpha]pyrimidine

Product 1

HCID 878895493-(2-Chloropyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)-imidazo[1,2-alpha]pyrimidine

Procedure

7-(1-Methyl-1-triethylsilanyloxyethyl)-3-tributylstannyl-imidazo[1,2-α]pyrimidine was reacted with 2,4-dichloropyrimidine by the method of Example 5 to afford 3-(2-chloropyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine as a white solid: δH (400 MHz, CDCl3) 0.70 (6H, q, J 8.0), 1.00 (9H, t, J 8.0), 1.69 (6H, s), 7.57 (1H, d, J 5.5), 7.67 (1H, d, J 7.0), 8.53 (2H, m), 10.07 (1H, d, J 7.0); m/z (ES+) 403 (M++H).

Sources & evidence

ORD record
ord-0cb5d063d3de4f75af12ab418255efaf
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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