Toluene → Methyl 5-[(2-methoxyethyl)(methyl)amino]-3-methyl-1-benzofuran-2-carboxylate

HRID 2155245Notes

Reaction equation

HRID 2155245 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([c:7]([CH3:14])[c:8]([C:10](=[O:11])[O:12][CH3:13])[o:9]2)[cH:15]1.[C:22](=[O:23])([O-:24])[O-:25].[CH3:16][O:17][CH2:18][CH2:19][NH:20][CH3:21].[CH3:28][C:29]1([CH3:30])[c:31]2[cH:32][cH:33][cH:34][c:35]([P:36]([c:37]3[cH:38][cH:39][cH:40][cH:41][cH:42]3)[c:43]3[cH:44][cH:45][cH:46][cH:47][cH:48]3)[c:49]2[O:50][c:51]2[c:52]1[cH:53][cH:54][cH:55][c:56]2[P:57]([c:58]1[cH:59][cH:60][cH:61][cH:62][cH:63]1)[c:64]1[cH:65][cH:66][cH:67][cH:68][cH:69]1.[CH3:70][c:71]1[cH:72][cH:73][cH:74][cH:75][cH:76]1.[Cs+:26].[Cs+:27].[O:115]=[C:116]([CH:117]=[CH:118][c:119]1[cH:120][cH:121][cH:122][cH:123][cH:124]1)[CH:125]=[CH:126][c:127]1[cH:128][cH:129][cH:130][cH:131][cH:132]1.[O:79]=[C:80]([CH:81]=[CH:82][c:83]1[cH:84][cH:85][cH:86][cH:87][cH:88]1)[CH:89]=[CH:90][c:91]1[cH:92][cH:93][cH:94][cH:95][cH:96]1.[O:97]=[C:98]([CH:99]=[CH:100][c:101]1[cH:102][cH:103][cH:104][cH:105][cH:106]1)[CH:107]=[CH:108][c:109]1[cH:110][cH:111][cH:112][cH:113][cH:114]1.[Pd:77].[Pd:78]>>[c:2]1([N:20]([CH2:19][CH2:18][O:17][CH3:16])[CH3:21])[cH:3][cH:4][c:5]2[c:6]([c:7]([CH3:14])[c:8]([C:10](=[O:11])[O:12][CH3:13])[o:9]2)[cH:15]1

Participants

9

Reactant 8

HCID 1140TolueneHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 300977(2-Methoxyethyl)(methyl)amineHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 42967109Methyl 5-bromo-3-methylbenzofuran-2-carboxylate

Product 1

HCID 66778759Methyl 5-[(2-methoxyethyl)(methyl)amino]-3-methyl-1-benzofuran-2-carboxylate

Sources & evidence

ORD record
ord-5211b89f64254ed5a2bc314589a50bd4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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