Water → Ethyl 5-(2-amino-4-fluoro-5-nitrophenyl)-3,3-dimethylpent-4-ynoate

HRID 1223849Notes

Reaction equation

HRID 1223849 reaction equation
[Br:1][c:2]1[c:3]([NH2:4])[cH:5][c:6]([F:12])[c:7]([N+:9](=[O:10])[O-:11])[cH:8]1.[CH3:13][C:14]([CH2:15][C:16](=[O:17])[O:18][CH2:19][CH3:20])([C:21]#[CH:22])[CH3:23].[CH3:24][CH2:25][N:26]([CH2:27][CH3:28])[CH2:29][CH3:30].[CH3:31][CH2:32][O:33][C:34](=[O:35])[CH3:36].[Cu:79][I:80].[OH2:37].[Pd:38]([Cl:39])[Cl:40].[c:41]1([P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1.[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1>>[c:2]1([C:22]#[C:21][C:14]([CH3:13])([CH2:15][C:16](=[O:17])[O:18][CH2:19][CH3:20])[CH3:23])[c:3]([NH2:4])[cH:5][c:6]([F:12])[c:7]([N+:9](=[O:10])[O-:11])[cH:8]1

Participants

9

Reactant 8

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 100577294-Pentynoic acid, 3,3-dimethyl-, ethyl esterHCID 574885132-Bromo-5-fluoro-4-nitroaniline

Product 1

HCID 59129516Ethyl 5-(2-amino-4-fluoro-5-nitrophenyl)-3,3-dimethylpent-4-ynoate

Sources & evidence

ORD record
ord-53c74ef342524f7a9b5d74572f320364
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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