Acetate → 2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-methyl-indole-1-carboxylic acid tert-butyl ester

HRID 1535147Notes

Reaction equation

HRID 1535147 reaction equation
[C:16]([CH3:17])([CH3:18])([CH3:19])[O:20][C:21](=[O:22])[n:23]1[c:24]([B:33]2[O:34][C:35]([CH3:36])([CH3:37])[C:38]([CH3:39])([CH3:40])[O:41]2)[c:25]([CH3:32])[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]12.[C:42](=[O:43])([O-:44])[O-:45].[CH3:67][O:68][CH2:69][CH2:70][O:71][CH3:72].[CH3:83][CH2:84][O:85][C:86](=[O:87])[CH3:88].[I:1][c:2]1[c:3]([O:14][CH3:15])[n:4][n:5][c:6](-[c:8]2[cH:9][cH:10][n:11][cH:12][cH:13]2)[cH:7]1.[K+:46].[K+:47].[O-:75][C:76]([CH3:77])=[O:78].[O-:79][C:80]([CH3:81])=[O:82].[OH2:73].[Pd+2:74].[c:48]1([P:49]([c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[cH:62][cH:63][cH:64][cH:65][cH:66]1>>[c:2]1(-[c:24]2[n:23]([C:21]([O:20][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:22])[c:31]3[c:26]([c:25]2[CH3:32])[cH:27][cH:28][cH:29][cH:30]3)[c:3]([O:14][CH3:15])[n:4][n:5][c:6](-[c:8]2[cH:9][cH:10][n:11][cH:12][cH:13]2)[cH:7]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 962WaterHCID 80711,2-DimethoxyethaneHCID 8857Ethyl AcetateHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 230924634-Iodo-3-methoxy-6-pyridin-4-yl-pyridazineHCID 67148908tert-butyl 3-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate

Product 1

HCID 671485662-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-methyl-indole-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-698b0f3c68c84a359fcf49a8d135a65f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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