Acetic Acid → Ethyl 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylate

HRID 178338Notes

Reaction equation

HRID 178338 reaction equation
[C:39]([OH:40])(=[O:41])[CH3:42].[C:43]([O:44][BH-:45]([O:46][C:47](=[O:48])[CH3:49])[O:50][C:51](=[O:52])[CH3:53])(=[O:54])[CH3:55].[CH2:1]([CH3:2])[c:3]1[c:4](-[c:11]2[n:12][n:13][c:14](-[c:16]3[cH:17][cH:18][c:19]([CH2:24][CH:25]([CH3:26])[CH3:27])[c:20]([C:21]#[N:22])[cH:23]3)[s:15]2)[cH:5][cH:6][cH:7][c:8]1[CH:9]=[O:10].[CH3:57][CH2:58][OH:59].[Cl:60][CH2:61][Cl:62].[NH:28]1[CH2:29][CH2:30][CH:31]([C:34](=[O:35])[O:36][CH2:37][CH3:38])[CH2:32][CH2:33]1.[Na+:56].[OH2:63]>>[CH2:1]([CH3:2])[c:3]1[c:4](-[c:11]2[n:12][n:13][c:14](-[c:16]3[cH:17][cH:18][c:19]([CH2:24][CH:25]([CH3:26])[CH3:27])[c:20]([C:21]#[N:22])[cH:23]3)[s:15]2)[cH:5][cH:6][cH:7][c:8]1[CH2:9][N:28]1[CH2:29][CH2:30][CH:31]([C:34](=[O:35])[O:36][CH2:37][CH3:38])[CH2:32][CH2:33]1

Participants

9

Reactant 8

HCID 176Acetic AcidHCID 702EthanolHCID 923Sodium ionHCID 962WaterHCID 6344DichloromethaneHCID 70770Ethyl 4-piperidinecarboxylateHCID 2724942TriacetoxyborohydrideHCID 866590005-[5-(2-Ethyl-3-formylphenyl)-1,3,4-thiadiazol-2-yl]-2-(2-methylpropyl)benzonitrile

Product 1

HCID 66981814Ethyl 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylate

Sources & evidence

ORD record
ord-7a54b69dd0394dd6bf6c95a2acddb461
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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