Ethanol → N-[5-(3-amino-4-chlorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]acetamide

HRID 1142226Notes

Reaction equation

[BH4-:1].[C:5]([CH3:6])(=[O:7])[NH:8][c:9]1[s:10][c:11]2[n:12][c:13]([O:18][c:19]3[cH:20][cH:21][c:22]([Cl:32])[c:23]([NH:25][C:26](=[O:27])[C:28]([F:29])([F:30])[F:31])[cH:24]3)[cH:14][cH:15][c:16]2[n:17]1.[CH3:33][CH2:34][OH:35].[CH3:36][CH2:37][O:38][C:39](=[O:40])[CH3:41].[CH3:3][OH:4].[Na+:2]>>[C:5]([CH3:6])(=[O:7])[NH:8][c:9]1[s:10][c:11]2[n:12][c:13]([O:18][c:19]3[cH:20][cH:21][c:22]([Cl:32])[c:23]([NH2:25])[cH:24]3)[cH:14][cH:15][c:16]2[n:17]1

Participants

Reactant 6

HCID 702Ethanol

HCID 887Methanol

HCID 923Sodium ion

HCID 8857Ethyl Acetate

HCID 28123Borohydride

HCID 86646052N-(5-{[2-(acetylamino)[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy}-2-chlorophenyl)-2,2,2-trifluoroacetamide

Product 1

HCID 86646053N-[5-(3-amino-4-chlorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]acetamide

Sources & evidence

ORD record: ord-746d90f050674ad2ba73aae747412716
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (7/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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