Tetrahydrofuran → 1H-Indole-3-carboxylic acid 1-azabicyclo[3.3.1]non-5-ylmethyl ester

HRID 701900

Reaction equation

HRID 701900 reaction equation
[C:13]([n:14]1[cH:15][cH:16][n:17][cH:18]1)([n:19]1[cH:20][cH:21][n:22][cH:23]1)=[O:24].[CH2:42]([Li:43])[CH2:44][CH2:45][CH3:46].[CH3:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].[N:25]12[CH2:26][CH2:27][CH2:28][C:29]([CH2:34][OH:35])([CH2:30][CH2:31][CH2:32]1)[CH2:33]2.[O:47]1[CH2:48][CH2:49][CH2:50][CH2:51]1.[OH:1][C:2](=[O:3])[c:4]1[cH:5][nH:6][c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]12>>[O:1]=[C:2]([O:3][CH2:34][C:29]12[CH2:28][CH2:27][CH2:26][N:25]([CH2:32][CH2:31][CH2:30]1)[CH2:33]2)[c:4]1[cH:5][nH:6][c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]12

Participants

7

Reactant 6

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 682631,1'-CarbonyldiimidazoleHCID 69867Indole-3-Carboxylic AcidHCID 19795980{1-Azabicyclo[3.3.1]nonan-5-yl}methanolHCID 178418339Butyllithium

Product 1

HCID 541492491H-Indole-3-carboxylic acid 1-azabicyclo[3.3.1]non-5-ylmethyl ester

Sources & evidence

ORD record
ord-07a633c0cf8b4beb9de0e534390d4a0a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Linked notes

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