Acetic Acid → [5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl]-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-amine

HRID 943937Notes

Reaction equation

HRID 943937 reaction equation
[C:5]([BH3-:6])#[N:7].[CH3:1][C:2](=[O:3])[OH:4].[CH3:26][C:27]1([CH3:34])[O:28][CH2:29][CH:30]([CH2:32][NH2:33])[O:31]1.[CH3:35][OH:36].[Cl:9][c:10]1[c:11]([CH2:18][O:19][CH:20]2[O:21][CH2:22][CH2:23][CH2:24][CH2:25]2)[c:12]([CH:16]=[O:17])[cH:13][n:14][cH:15]1.[Na+:8]>>[Cl:9][c:10]1[c:11]([CH2:18][O:19][CH:20]2[O:21][CH2:22][CH2:23][CH2:24][CH2:25]2)[c:12]([CH2:16][NH:33][CH2:32][CH:30]2[CH2:29][O:28][C:27]([CH3:26])([CH3:34])[O:31]2)[cH:13][n:14][cH:15]1

Participants

7

Reactant 6

HCID 176Acetic AcidHCID 887MethanolHCID 923Sodium ionHCID 498716Cyano-borohydrideHCID 41223491,3-Dioxolane-4-methanamine, 2,2-dimethyl-HCID 441904745-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine-3-carbaldehyde

Product 1

HCID 67077614[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl]-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-amine

Sources & evidence

ORD record
ord-02175582dc394c9cb88a5f0306dc3a5c
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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