Water → Cyclopropanecarboxylic acid ethyl-[2-(2-methoxy-5-trimethylsilanylethynyl-pyridin-3-yl)-5-trifluoromethyl-benzyl]-amide

HRID 2143689Notes

Reaction equation

HRID 2143689 reaction equation
[Br:1][c:2]1[cH:3][c:4](-[c:10]2[c:11]([CH2:12][N:13]([C:14](=[O:15])[CH:16]3[CH2:17][CH2:18]3)[CH2:19][CH3:20])[cH:21][c:22]([C:25]([F:26])([F:27])[F:28])[cH:23][cH:24]2)[c:5]([O:8][CH3:9])[n:6][cH:7]1.[CH3:29][Si:30]([CH3:31])([CH3:32])[C:33]#[CH:34].[CH3:39][CH2:40][N:41]([CH2:42][CH3:43])[CH2:44][CH3:45].[Cl:35][CH2:36][Cl:37].[Cu:46]([I:47])[I:48].[OH2:38].[Pd:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[c:2]1([C:34]#[C:33][Si:30]([CH3:29])([CH3:31])[CH3:32])[cH:3][c:4](-[c:10]2[c:11]([CH2:12][N:13]([C:14](=[O:15])[CH:16]3[CH2:17][CH2:18]3)[CH2:19][CH3:20])[cH:21][c:22]([C:25]([F:26])([F:27])[F:28])[cH:23][cH:24]2)[c:5]([O:8][CH3:9])[n:6][cH:7]1

Participants

9

Reactant 8

HCID 962WaterHCID 6344DichloromethaneHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 66111TrimethylsilylacetyleneHCID 83717Copper iodideHCID 67212469Cyclopropanecarboxylic acid [2-(5-bromo-2-methoxy-pyridin-3-yl)-5-trifluoromethyl-benzyl]-ethyl-amide

Product 1

HCID 67212431Cyclopropanecarboxylic acid ethyl-[2-(2-methoxy-5-trimethylsilanylethynyl-pyridin-3-yl)-5-trifluoromethyl-benzyl]-amide

Sources & evidence

ORD record
ord-4e815c13961b4fcb8efa3b7bdc920050
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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