Dimethylformamide → 6-Trimethylsilanylethynyl-naphthalene-1-carboxylic acid methyl ester

HRID 195487Notes

Reaction equation

HRID 195487 reaction equation
[C:1](#[CH:2])[Si:3]([CH3:4])([CH3:5])[CH3:6].[CH3:14][O:15][C:16](=[O:17])[c:18]1[cH:19][cH:20][cH:21][c:22]2[cH:23][c:24]([O:28][S:29]([C:30]([F:31])([F:32])[F:33])(=[O:34])=[O:35])[cH:25][cH:26][c:27]12.[CH3:7][CH2:8][N:9]([CH2:10][CH3:11])[CH2:12][CH3:13].[Cu:41][I:42].[O:36]=[CH:37][N:38]([CH3:39])[CH3:40].[Pd:43]([Cl:44])[Cl:45].[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1>>[C:1](#[C:2][c:24]1[cH:23][c:22]2[cH:21][cH:20][cH:19][c:18]([C:16]([O:15][CH3:14])=[O:17])[c:27]2[cH:26][cH:25]1)[Si:3]([CH3:4])([CH3:5])[CH3:6]

Participants

8

Reactant 7

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 22622428Methyl 6-(((trifluoromethyl)sulfonyl)oxy)-1-naphthoate

Product 1

HCID 666399086-Trimethylsilanylethynyl-naphthalene-1-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-4bf977325f064704ac751d6a07ef483d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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