Potassium Cation → ethyl 8-carbamoyl-5-(2,6-difluorophenyl)-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylate

HRID 1573435Notes

Reaction equation

HRID 1573435 reaction equation
[Br:1][c:2]1[c:3]2[c:4]3[c:9]([nH:10][c:11]2[c:12]([C:15]([NH2:16])=[O:17])[cH:13][cH:14]1)[CH2:8][CH:7]([C:18](=[O:19])[O:20][CH2:21][CH3:22])[CH2:6][CH2:5]3.[C:63](=[O:64])([O-:65])[O-:66].[CH2:69]1[O:70][CH2:71][CH2:72][CH2:73]1.[CH:34]1([P:35]([CH:36]2[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][c:47]2-[c:48]2[c:49]([O:50][CH3:51])[cH:52][cH:53][cH:54][c:55]2[O:56][CH3:57])[CH2:58][CH2:59][CH2:60][CH2:61][CH2:62]1.[F:23][c:24]1[c:25]([B:31]([OH:32])[OH:33])[c:26]([F:30])[cH:27][cH:28][cH:29]1.[K+:67].[K+:68].[O:112]=[C:113]([CH:114]=[CH:115][c:116]1[cH:117][cH:118][cH:119][cH:120][cH:121]1)[CH:122]=[CH:123][c:124]1[cH:125][cH:126][cH:127][cH:128][cH:129]1.[O:76]=[C:77]([CH:78]=[CH:79][c:80]1[cH:81][cH:82][cH:83][cH:84][cH:85]1)[CH:86]=[CH:87][c:88]1[cH:89][cH:90][cH:91][cH:92][cH:93]1.[O:94]=[C:95]([CH:96]=[CH:97][c:98]1[cH:99][cH:100][cH:101][cH:102][cH:103]1)[CH:104]=[CH:105][c:106]1[cH:107][cH:108][cH:109][cH:110][cH:111]1.[Pd:74].[Pd:75]>>[c:2]1(-[c:25]2[c:24]([F:23])[cH:29][cH:28][cH:27][c:26]2[F:30])[c:3]2[c:4]3[c:9]([nH:10][c:11]2[c:12]([C:15]([NH2:16])=[O:17])[cH:13][cH:14]1)[CH2:8][CH:7]([C:18](=[O:19])[O:20][CH2:21][CH3:22])[CH2:6][CH2:5]3

Participants

9

Reactant 8

HCID 813Potassium Cation2×HCID 8028TetrahydrofuranHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 27343362,6-Difluorophenylboronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 59375013ethyl 5-bromo-8-carbamoyl-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylate

Product 1

HCID 46834100ethyl 8-carbamoyl-5-(2,6-difluorophenyl)-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylate

Sources & evidence

ORD record
ord-bea73973d86042cf9ca30754db7b8be7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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