Trimethylsilylacetylene → 5-[(Trimethylsilyl)ethynyl]pyrimidin-2-amine

HRID 269083Notes

Reaction equation

[NH2:1][C:2]1[N:7]=[CH:6][C:5](I)=[CH:4][N:3]=1.[CH3:9][Si:10]([C:13]#[CH:14])([CH3:12])[CH3:11]>>[CH3:9][Si:10]([C:13]#[C:14][C:5]1[CH:4]=[N:3][C:2]([NH2:1])=[N:7][CH:6]=1)([CH3:12])[CH3:11]

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 2411022-Amino-5-iodopyrimidine

Product 1

HCID 670011175-[(Trimethylsilyl)ethynyl]pyrimidin-2-amineYield 73%

Procedure

Prepared from commercially available 2-amino-5-iodopyrimidine (60 g, 271 mmol) and trimethylsilylacetylene (49 mL, 354 mmol) as described in example D.1 method 1 step 1. Obtained the title compound as a light brown solid (37.66 g, 73%). MS (ISP) 192 [(M+H)+].

Sources & evidence

ORD record: ord-58665d97df52442d98cf369b4f1ff7db
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07446113B2

Reaction notes

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