2-Methyl-3-butyn-2-ol → 4-(3-Bromothieno[2,3-c]pyridin-2-yl)-2-methylbut-3-yn-2-ol

HRID 702602Notes

Reaction equation

HRID 702602 reaction equation
[Br:1][c:2]1[c:3]([Br:11])[c:4]2[c:5]([cH:6][n:7][cH:8][cH:9]2)[s:10]1.[CH2:27]1[O:28][CH2:29][CH2:30][O:31][CH2:32]1.[CH3:12][C:13]([CH3:14])([C:15]#[CH:16])[OH:17].[CH:18]([N:19]([CH2:20][CH3:21])[CH:22]([CH3:23])[CH3:24])([CH3:25])[CH3:26].[Cu:33][I:34].[Pd:35]([Cl:36])[Cl:37].[c:38]1([P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[cH:52][cH:53][cH:54][cH:55][cH:56]1.[c:57]1([P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[cH:71][cH:72][cH:73][cH:74][cH:75]1>>[c:2]1([C:16]#[C:15][C:13]([CH3:12])([CH3:14])[OH:17])[c:3]([Br:11])[c:4]2[c:5]([cH:6][n:7][cH:8][cH:9]2)[s:10]1

Participants

8

Reactant 7

HCID 82582-Methyl-3-butyn-2-olHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 6262202,3-Dibromothieno[2,3-c]pyridine

Product 1

HCID 667605574-(3-Bromothieno[2,3-c]pyridin-2-yl)-2-methylbut-3-yn-2-ol

Sources & evidence

ORD record
ord-2af86253245e43238de75b5e31223c1d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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