Methanol → 3-(hydroxymethyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[4,3-a]pyrido[3,2-e]pyrazin-6(5H)-one

HRID 203965

Reaction equation

[Al+3:23].[CH3:28][OH:29].[CH3:36][CH2:37][O:38][C:39](=[O:40])[CH3:41].[H-:21].[H-:22].[H-:25].[H-:26].[H-:27].[Li+:24].[Na+:20].[O:1]=[C:2]1[CH:3]2[N:4]([c:5]3[c:6]([cH:8][c:9]([C:12](=[O:13])[O:14][CH3:15])[cH:10][n:11]3)[NH:7]1)[CH2:16][CH2:17][O:18][CH2:19]2.[O:30]1[CH2:31][CH2:32][CH2:33][CH2:34]1.[OH2:35]>>[O:1]=[C:2]1[CH:3]2[N:4]([c:5]3[c:6]([cH:8][c:9]([CH2:12][OH:13])[cH:10][n:11]3)[NH:7]1)[CH2:16][CH2:17][O:18][CH2:19]2

Participants

Reactant 9

HCID 887Methanol

HCID 923Sodium ion

HCID 962Water

HCID 8028Tetrahydrofuran

HCID 8857Ethyl Acetate

HCID 28486Lithium ion

HCID 104727Aluminum Cation

HCID 166653Hydride5×

HCID 58324499Methyl 6-oxo-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[4,3-a]pyrido[3,2-e]pyrazine-3-carboxylate

Product 1

HCID 583243813-(hydroxymethyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[4,3-a]pyrido[3,2-e]pyrazin-6(5H)-one

Sources & evidence

ORD record: ord-a2bc4badbb7743f69e197a6e8831a3f0
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (6/10)
DOI: 10.1039/C8SC04228D

Linked notes

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