Tetrahydrofuran → Tert-butyl 4-(8-chloro-1,5-naphthyridin-3-yl)-4-hydroxypiperidine-1-carboxylate

HRID 300401Notes

Reaction equation

HRID 300401 reaction equation
[Br:1][c:2]1[cH:3][n:4][c:5]2[c:6]([Cl:12])[cH:7][cH:8][n:9][c:10]2[cH:11]1.[CH2:32]1[O:33][CH2:34][CH2:35][CH2:36]1.[Li:13][CH2:14][CH2:15][CH2:16][CH3:17].[O:18]=[C:19]1[CH2:20][CH2:21][N:22]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:23][CH2:24]1>>[c:2]1([C:19]2([OH:18])[CH2:20][CH2:21][N:22]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:23][CH2:24]2)[cH:3][n:4][c:5]2[c:6]([Cl:12])[cH:7][cH:8][n:9][c:10]2[cH:11]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 134591373-Bromo-8-chloro-1,5-naphthyridineHCID 178418339Butyllithium

Product 1

HCID 57691287Tert-butyl 4-(8-chloro-1,5-naphthyridin-3-yl)-4-hydroxypiperidine-1-carboxylate

Sources & evidence

ORD record
ord-4bf366f55e7c494a99bad54eb9ed9ecb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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