Sodium ion → 3-amino-4-cyano-N-[2,6-dimethyl-4-(1-trifluoromethyl-vinyl)-phenyl]-benzamide

HRID 156110Notes

Reaction equation

HRID 156110 reaction equation
[Br:30][C:31](=[CH2:32])[C:33]([F:34])([F:35])[F:36].[CH3:58][O:59][CH2:60][CH2:61][O:62][CH3:63].[NH2:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[NH:7][c:8]2[c:9]([CH3:24])[cH:10][c:11]([B:15]3[O:16][C:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[O:23]3)[cH:12][c:13]2[CH3:14])[cH:25][cH:26][c:27]1[C:28]#[N:29].[Na+:57].[O:64]1[CH2:65][CH2:66][CH2:67][CH2:68]1.[OH-:56].[Pd:69]([Cl:70])[Cl:71].[c:37]1([P:38]([c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[cH:51][cH:52][cH:53][cH:54][cH:55]1.[c:72]1([P:73]([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[cH:86][cH:87][cH:88][cH:89][cH:90]1.[c:91]1([P:92]([c:93]2[cH:94][cH:95][cH:96][cH:97][cH:98]2)[c:99]2[cH:100][cH:101][cH:102][cH:103][cH:104]2)[cH:105][cH:106][cH:107][cH:108][cH:109]1>>[NH2:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[NH:7][c:8]2[c:9]([CH3:24])[cH:10][c:11]([C:31](=[CH2:32])[C:33]([F:34])([F:35])[F:36])[cH:12][c:13]2[CH3:14])[cH:25][cH:26][c:27]1[C:28]#[N:29]

Participants

9

Reactant 8

HCID 923Sodium ionHCID 961HydroxideHCID 8028TetrahydrofuranHCID 80711,2-DimethoxyethaneHCID 11776Triphenylphosphine3×HCID 24290Palladium ChlorideHCID 2726961-Propene, 2-bromo-3,3,3-trifluoro-HCID 594559053-Amino-4-cyano-N-[2,6-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-benzamide

Product 1

HCID 594559073-amino-4-cyano-N-[2,6-dimethyl-4-(1-trifluoromethyl-vinyl)-phenyl]-benzamide

Sources & evidence

ORD record
ord-0cac0aa9fb664767a70937eeb0dcedf8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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