Diisopropylamine → Benzyl 3-(5-bromopyridin-2-yl)prop-2-ynylcarbamate

HRID 934163Notes

Reaction equation

HRID 934163 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([Br:8])[cH:6][cH:7]1.[C:9](=[O:10])([O:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[NH:19][CH2:20][C:21]#[CH:22].[CH3:30][CH2:31][O:32][C:33](=[O:34])[CH3:35].[CH:23]([NH:24][CH:25]([CH3:26])[CH3:27])([CH3:28])[CH3:29].[Cu:77][I:78].[Pd:36]([Cl:37])[Cl:38].[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1.[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1>>[c:2]1([C:22]#[C:21][CH2:20][NH:19][C:9](=[O:10])[O:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:3][cH:4][c:5]([Br:8])[cH:6][cH:7]1

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 693532,5-DibromopyridineHCID 11137906Benzyl prop-2-yn-1-ylcarbamate

Product 1

HCID 21299382Benzyl 3-(5-bromopyridin-2-yl)prop-2-ynylcarbamate

Sources & evidence

ORD record
ord-5a5002d842614632bba760052ac0660b
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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