Triethylamine → 4-Thiazolemethanol, 2-ethynyl-(9CI)

HRID 1608540Notes

Reaction equation

HRID 1608540 reaction equation
Br[C:2]1[S:3][CH:4]=[C:5]([CH2:7][OH:8])[N:6]=1.[Cl-].[NH4+].[CH2:11](N(CC)CC)[CH3:12]>[Cu](I)I.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[C:11]([C:2]1[S:3][CH:4]=[C:5]([CH2:7][OH:8])[N:6]=1)#[CH:12]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 2763211(2-Bromo-1,3-thiazol-4-yl)methanol

Product 1

HCID 450793284-Thiazolemethanol, 2-ethynyl-(9CI)

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 6102075Dichlorobis(triphenylphosphine)palladiumCatalyst

Procedure

2-bromo 4-thiazolyl methanol of preparation 39 was reacted with trimethylacetylene in the presence of copper iodide, bis(triphenylphosphine) palladium chloride and triethylamine and then the mixture was poured into an aqueous solution of ammonium chloride to obtain the expected alcohol.

Sources & evidence

ORD record
ord-6b8b2977c0c04148a5728397ca6830b2
Source dataset
uspto-grants-1995_03
Patent number
US05395845

Reaction notes

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