Dichloromethane → 4-(4-Trimethylsilanylethynyl-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 144836Notes

Reaction equation

HRID 144836 reaction equation
[C:14]([CH3:15])([CH3:16])([CH3:17])[O:18][C:19](=[O:20])[N:21]1[CH2:22][CH2:23][N:24]([S:27](=[O:28])(=[O:29])[c:30]2[cH:31][cH:32][c:33]([Br:36])[cH:34][cH:35]2)[CH2:25][CH2:26]1.[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6].[CH3:7][CH2:8][N:9]([CH2:10][CH3:11])[CH2:12][CH3:13].[Cl:37][CH2:38][Cl:39].[Cu:81][I:82].[Pd:40]([Cl:41])[Cl:42].[c:43]1([P:44]([c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[cH:57][cH:58][cH:59][cH:60][cH:61]1.[c:62]1([P:63]([c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[cH:76][cH:77][cH:78][cH:79][cH:80]1>>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:33]1[cH:32][cH:31][c:30]([S:27]([N:24]2[CH2:23][CH2:22][N:21]([C:19]([O:18][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:20])[CH2:26][CH2:25]2)(=[O:28])=[O:29])[cH:35][cH:34]1

Participants

8

Reactant 7

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 166655764-(4-BOC-piperazinosulfonyl)bromobenzene

Product 1

HCID 593508064-(4-Trimethylsilanylethynyl-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-6ac15ec6797744a0b539fe4445b6ecc7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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