Trimethylsilylacetylene → HCID 178447255, compound

HRID 1199815Notes

Reaction equation

HRID 1199815 reaction equation
[C:1]([NH:7][C:8]1[N:9]=[C:10]([OH:19])[C:11]2[CH:17]=[C:16](Br)[CH:15]=[N:14][C:12]=2[N:13]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[CH3:20][Si:21]([C:24]#[CH:25])([CH3:23])[CH3:22].[K+].[Br-]>>[C:1]([NH:7][C:8]1[N:9]=[C:10]([OH:19])[C:11]2[CH:17]=[C:16]([C:25]#[C:24][Si:21]([CH3:23])([CH3:22])[CH3:20])[CH:15]=[N:14][C:12]=2[N:13]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 66111TrimethylsilylacetyleneHCID 253877Potassium BromideHCID 178447249HCID 178447249, compound

Product 1

HCID 178447255HCID 178447255, compoundYield 81%

Procedure

2-Pivaloylamino-4-hydroxy-6-trimethylsilylethynylpyrido[2,3-d]pyrimidine is prepared in 81% yield from 2-pivaloylamino-4-hydroxy-6-bromopyrido[2,3-d]pyrimidine and trimethylsilylacetylene analogously to Example 2B. m.p. >250° C.; NMR (CDCl3, 300 MHz) delta 0.29 (s, 9H), 1.35 (s, 9H), 8.36 (brs, 1H), 8.57 (d, 1H, J=2.45 Hz), 8.92 (d, 1H, J=2.45 Hz); IR (KBr) 3200, 2970, 2170, 1680, 1620, 1545, 1475, 1440, 1380, 1275, 1250, 1145, 930, and 845 cm-1.

Sources & evidence

ORD record
ord-4de766dad8c24156bf76b833a4ccd8ea
Source dataset
uspto-grants-1990_02
Patent number
US04902796

Reaction notes

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