2,3-Dimethylaniline → tert-butyl 6-[2-(2,3-dimethylanilino)-2-oxoethyl]-1,4,5,6-tetrahydroazepino[4,5-b]indole-3(2H)-carboxylate

HRID 687947Notes

Reaction equation

HRID 687947 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[n:12]([CH2:22][C:23](=[O:24])[OH:25])[c:13]3[cH:14][cH:15][cH:16][cH:17][c:18]3[c:19]2[CH2:20][CH2:21]1.[CH2:53]1[O:54][CH2:55][CH2:56][CH2:57]1.[CH3:26][c:27]1[c:28]([NH2:29])[cH:30][cH:31][cH:32][c:33]1[CH3:34].[CH3:35][N:36]([c:37]1[cH:38][cH:39][cH:40][cH:41][n:42]1)[CH3:43].[CH3:58][CH2:59][O:60][C:61]([CH3:62])=[O:63].[CH:44]([N:45]=[C:46]=[N:47][CH:48]([CH3:49])[CH3:50])([CH3:51])[CH3:52]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[n:12]([CH2:22][C:23](=[O:24])[NH:29][c:28]3[c:27]([CH3:26])[c:33]([CH3:34])[cH:32][cH:31][cH:30]3)[c:13]3[cH:14][cH:15][cH:16][cH:17][c:18]3[c:19]2[CH2:20][CH2:21]1

Participants

7

Reactant 6

HCID 68932,3-DimethylanilineHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 12734DiisopropylcarbodiimideHCID 218852-DimethylaminopyridineHCID 22396950(3-(tert-butoxycarbonyl)-2,3,4,5-tetrahydroazepino[4,5-b]indol-6(1H)-yl)acetic acid

Product 1

HCID 22396686tert-butyl 6-[2-(2,3-dimethylanilino)-2-oxoethyl]-1,4,5,6-tetrahydroazepino[4,5-b]indole-3(2H)-carboxylate

Sources & evidence

ORD record
ord-f4d3edbe79194fd0813b4f02a0c20233
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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