Acetate → Methyl 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)methyl]-3-azetidinecarboxylate

HRID 2136905Notes

Reaction equation

HRID 2136905 reaction equation
[C:41]([O:42][BH-:43]([O:44][C:45](=[O:46])[CH3:47])[O:48][C:49](=[O:50])[CH3:51])(=[O:52])[CH3:53].[C:62]([OH:63])(=[O:64])[CH3:65].[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].[CH3:37][C:38](=[O:39])[O-:40].[CH3:55][CH2:56][OH:57].[Cl:58][CH2:59][Cl:60].[NH:28]1[CH2:29][CH:30]([C:32](=[O:33])[O:34][CH3:35])[CH2:31]1.[Na+:36].[Na+:54].[OH2:61]>>[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][CH:30]([C:32](=[O:33])[O:34][CH3:35])[CH2:31]1

Participants

10

Reactant 9

HCID 175AcetateHCID 176Acetic AcidHCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 6344DichloromethaneHCID 2724942TriacetoxyborohydrideHCID 20132751Methyl azetidine-3-carboxylateHCID 866590005-[5-(2-Ethyl-3-formylphenyl)-1,3,4-thiadiazol-2-yl]-2-(2-methylpropyl)benzonitrile

Product 1

HCID 66981738Methyl 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)methyl]-3-azetidinecarboxylate

Sources & evidence

ORD record
ord-e05f4314634549c18496227faa53220e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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