Tetrahydrofuran → Methyl 1-(3-fluoro-4-(2-(trimethylsilyl)ethynyl)benzyl)azetidine-3-carboxylate

HRID 1561404Notes

Reaction equation

HRID 1561404 reaction equation
[Br:1][c:2]1[c:3]([F:17])[cH:4][c:5]([CH2:6][N:7]2[CH2:8][CH:9]([C:11](=[O:12])[O:13][CH3:14])[CH2:10]2)[cH:15][cH:16]1.[CH2:35]1[O:36][CH2:37][CH2:38][CH2:39]1.[CH3:18][Si:19]([CH3:20])([CH3:21])[C:22]#[CH:23].[CH:24]([N:25]([CH2:26][CH3:27])[CH:28]([CH3:29])[CH3:30])([CH3:31])[CH3:32].[Cu:33][I:34]>>[c:2]1([C:23]#[C:22][Si:19]([CH3:18])([CH3:20])[CH3:21])[c:3]([F:17])[cH:4][c:5]([CH2:6][N:7]2[CH2:8][CH:9]([C:11](=[O:12])[O:13][CH3:14])[CH2:10]2)[cH:15][cH:16]1

Participants

6

Reactant 5

HCID 8028TetrahydrofuranHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 81531DiisopropylethylamineHCID 59651823Methyl 1-(4-bromo-3-fluorobenzyl)azetidine-3-carboxylate

Product 1

HCID 59651825Methyl 1-(3-fluoro-4-(2-(trimethylsilyl)ethynyl)benzyl)azetidine-3-carboxylate

Sources & evidence

ORD record
ord-68fae887457447a6825f1e26ec1f891b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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