Acetate → 5-(3,3-Dimethyl-but-1-ynyl)-3-[4-(pyridin-2-yloxy)-phenylamino]-thiophene-2-carboxylic acid methyl ester

HRID 301180Notes

Reaction equation

HRID 301180 reaction equation
[Br:23][c:24]1[cH:25][cH:26][c:27]([O:28][c:29]2[n:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36]1.[C:17](=[O:18])([O-:19])[O-:20].[C:50]([O-:51])(=[O:52])[CH3:53].[C:55]([O-:56])(=[O:57])[CH3:58].[CH3:1][O:2][C:3](=[O:4])[c:5]1[s:6][c:7]([C:11]#[C:12][C:13]([CH3:14])([CH3:15])[CH3:16])[cH:8][c:9]1[NH2:10].[CH3:37][c:38]1[cH:39][cH:40][cH:41][cH:42][cH:43]1.[CH3:44][CH2:45][O:46][C:47](=[O:48])[CH3:49].[Cs+:21].[Cs+:22].[Pd+2:54]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[s:6][c:7]([C:11]#[C:12][C:13]([CH3:14])([CH3:15])[CH3:16])[cH:8][c:9]1[NH:10][c:24]1[cH:25][cH:26][c:27]([O:28][c:29]2[n:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 1140TolueneHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 232019352-(4-Bromophenoxy)pyridineHCID 24989346Methyl 3-amino-5-(3,3-dimethylbut-1-yn-1-yl)thiophene-2-carboxylate

Product 1

HCID 581140985-(3,3-Dimethyl-but-1-ynyl)-3-[4-(pyridin-2-yloxy)-phenylamino]-thiophene-2-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-9a93308ef9474f1da79365061024c3c8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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