Tetrahydrofuran → 1-Methyl-1H-indole-3-carboxylic acid 1-azabicyclo[3.2.1]oct-5-ylmethyl ester

HRID 99812

Reaction equation

HRID 99812 reaction equation
[C:14]([n:15]1[cH:16][cH:17][n:18][cH:19]1)([n:20]1[cH:21][cH:22][n:23][cH:24]1)=[O:25].[CH2:42]([Li:43])[CH2:44][CH2:45][CH3:46].[CH3:1][n:2]1[cH:3][c:4]([C:11](=[O:12])[OH:13])[c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]12.[CH3:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].[N:26]12[CH2:27][CH2:28][CH2:29][C:30]([CH2:34][OH:35])([CH2:31][CH2:32]1)[CH2:33]2.[O:47]1[CH2:48][CH2:49][CH2:50][CH2:51]1>>[CH3:1][n:2]1[cH:3][c:4]([C:11]([O:12][CH2:34][C:30]23[CH2:29][CH2:28][CH2:27][N:26]([CH2:32][CH2:31]2)[CH2:33]3)=[O:13])[c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]12

Participants

7

Reactant 6

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 682631,1'-CarbonyldiimidazoleHCID 8540401-Methylindole-3-carboxylic acidHCID 19795992{1-Azabicyclo[3.2.1]octan-5-yl}methanolHCID 178418339Butyllithium

Product 1

HCID 545642551-Methyl-1H-indole-3-carboxylic acid 1-azabicyclo[3.2.1]oct-5-ylmethyl ester

Sources & evidence

ORD record
ord-016d0eb7f1a04317ab0c964c2294bd22
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

Loading…