Acetone → 5-Ethynyl-3-(1-tert-butyloxycarbonyl-2-pyrrolidinyl)pyridine

HRID 190732

Reaction equation

HRID 190732 reaction equation
[CH3:27][C:28]([CH3:29])=[O:30].[CH3:38][c:39]1[cH:40][cH:41][cH:42][cH:43][cH:44]1.[H-:25].[Na+:26].[OH:1][C:2]([CH2:3][c:4]1[cH:5][c:6]([CH:10]2[N:11]([C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:12][CH2:13][CH2:14]2)[cH:7][n:8][cH:9]1)([CH3:22])[C:23]#[CH:24].[c:31]1([CH3:32])[cH:33][cH:34][cH:35][cH:36][cH:37]1>>[CH:2]#[C:3][c:4]1[cH:5][c:6]([CH:10]2[N:11]([C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:12][CH2:13][CH2:14]2)[cH:7][n:8][cH:9]1

Participants

6

Reactant 5

HCID 180AcetoneHCID 923Sodium ionHCID 1140Toluene2×HCID 166653HydrideHCID 196943235-(2-Hydroxy-2-methyl-3-butynyl)-3-(1-tert-butyloxycarbonyl-2-pyrrolidinyl)pyridine

Product 1

HCID 196943285-Ethynyl-3-(1-tert-butyloxycarbonyl-2-pyrrolidinyl)pyridine

Sources & evidence

ORD record
ord-aa028f81a7414cd799ca67652dd46546
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Linked notes

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