Hydrochloric Acid → 6-Cyclopropylmethoxy-5-(3-hydroxy-azetidin-1-yl)-pyridine-2-carboxylic acid [1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

HRID 146149Notes

Reaction equation

HRID 146149 reaction equation
[C:25](=[O:26])([O-:27])[O-:28].[CH3:1][C:2]([CH3:3])([c:4]1[n:5][o:6][c:7]([CH3:9])[n:8]1)[NH:10][C:11](=[O:12])[c:13]1[n:14][c:15]([O:20][CH2:21][CH:22]2[CH2:23][CH2:24]2)[c:16]([Br:19])[cH:17][cH:18]1.[CH3:37][c:38]1[cH:39][cH:40][cH:41][cH:42][cH:43]1.[CH3:44][CH2:45][O:46][C:47](=[O:48])[CH3:49].[ClH:31].[Cs+:29].[Cs+:30].[NH:32]1[CH2:33][CH:34]([OH:36])[CH2:35]1.[OH2:50]>>[CH3:1][C:2]([CH3:3])([c:4]1[n:5][o:6][c:7]([CH3:9])[n:8]1)[NH:10][C:11](=[O:12])[c:13]1[n:14][c:15]([O:20][CH2:21][CH:22]2[CH2:23][CH2:24]2)[c:16]([N:32]2[CH2:33][CH:34]([OH:36])[CH2:35]2)[cH:17][cH:18]1

Participants

9

Reactant 8

HCID 313Hydrochloric AcidHCID 962WaterHCID 1140TolueneHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 15142903-HydroxyazetidineHCID 710935455-Bromo-6-cyclopropylmethoxy-pyridine-2-carboxylic acid [1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

Product 1

HCID 710936646-Cyclopropylmethoxy-5-(3-hydroxy-azetidin-1-yl)-pyridine-2-carboxylic acid [1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

Sources & evidence

ORD record
ord-9df28874a8e64eb295dfc4300d1cc0f2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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