Triethylamine → Methyl 1-(4-(2-(5-bromopyridin-2-yl)ethynyl)-3-fluorobenzyl)azetidine-3-carboxylate

HRID 102481Notes

Reaction equation

HRID 102481 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([I:8])[n:6][cH:7]1.[C:9](#[CH:10])[c:11]1[c:12]([F:26])[cH:13][c:14]([CH2:15][N:16]2[CH2:17][CH:18]([C:20](=[O:21])[O:22][CH3:23])[CH2:19]2)[cH:24][cH:25]1.[CH3:27][CH2:28][N:29]([CH2:30][CH3:31])[CH2:32][CH3:33].[CH3:34][CH2:35][O:36][C:37]([CH3:38])=[O:39].[Cu:40][I:41].[Pd:42]([Cl:43])[Cl:44].[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]1>>[Br:1][c:2]1[cH:3][cH:4][c:5]([C:10]#[C:9][c:11]2[c:12]([F:26])[cH:13][c:14]([CH2:15][N:16]3[CH2:17][CH:18]([C:20](=[O:21])[O:22][CH3:23])[CH2:19]3)[cH:24][cH:25]2)[n:6][cH:7]1

Participants

8

Reactant 7

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 5936905-Bromo-2-iodopyridineHCID 25254788Methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate

Product 1

HCID 57625189Methyl 1-(4-(2-(5-bromopyridin-2-yl)ethynyl)-3-fluorobenzyl)azetidine-3-carboxylate

Sources & evidence

ORD record
ord-edc8c4f13eb54bddbd6849cd524db151
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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