Tetrahydrofuran → (4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)methanol

Reaction equation

[CH2:31]1[O:32][CH2:33][CH2:34][CH2:35]1.[CH3:1][CH:2]([CH2:3][AlH:4][CH2:5][CH:6]([CH3:7])[CH3:8])[CH3:9].[CH3:36][CH2:37][O:38][C:39]([CH3:40])=[O:41].[NH2:10][c:11]1[n:12][c:13]([CH3:30])[c:14]([CH2:18][c:19]2[c:20]([F:29])[cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]2)[c:15]([Cl:17])[n:16]1>>[NH2:10][c:11]1[n:12][c:13]([CH3:30])[c:14]([CH2:18][c:19]2[c:20]([F:29])[cH:21][c:22]([CH2:23][OH:24])[cH:27][cH:28]2)[c:15]([Cl:17])[n:16]1

Participants

Reactant 4

HCID 8028Tetrahydrofuran

HCID 8857Ethyl Acetate

HCID 14487Diisobutylaluminum hydride

HCID 86633399Methyl 4-((2-amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-fluorobenzoate

Product 1

HCID 86633403(4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)methanol

Sources & evidence

ORD record: ord-a30fe07fca4e4979bccca0509eb13b25
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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