Acetate → 5-Methoxy-3-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine

HRID 199072Notes

Reaction equation

HRID 199072 reaction equation
[Br:1][c:2]1[c:3]([NH2:11])[cH:4][c:5]([O:9][CH3:10])[cH:6][c:7]1[CH3:8].[CH3:12][CH2:13][N:14]([CH2:15][CH3:16])[CH2:17][CH3:18].[CH3:44][C:45]1([CH3:52])[O:46][BH:47][O:48][C:49]1([CH3:50])[CH3:51].[CH:19]1([P:20]([CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]2-[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]1.[O-:60][C:61]([CH3:62])=[O:63].[O-:64][C:65]([CH3:66])=[O:67].[O:53]1[CH2:54][CH2:55][O:56][CH2:57][CH2:58]1.[Pd+2:59]>>[c:2]1([B:47]2[O:46][C:45]([CH3:44])([CH3:52])[C:49]([CH3:50])([CH3:51])[O:48]2)[c:3]([NH2:11])[cH:4][c:5]([O:9][CH3:10])[cH:6][c:7]1[CH3:8]

Participants

8

Reactant 7

HCID 175Acetate2×HCID 8471TriethylamineHCID 312751,4-DioxaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27342162-(Dicyclohexylphosphino)biphenylHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 218864892-Bromo-5-methoxy-3-methyl-phenylamine

Product 1

HCID 218865585-Methoxy-3-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine

Sources & evidence

ORD record
ord-fdf01f5944084e7082c34f2570755f84
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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