Methanol → Methyl 4-[3-(6-cyano-3-oxo-1,4-benzoxazin-4-yl)propyl]-1-[3-(2,5-difluorophenyl)prop-2-enyl]piperidine-3-carboxylate

HRID 1118234Notes

Reaction equation

HRID 1118234 reaction equation
[C:53]([O:54][BH-:55]([O:56][C:57](=[O:58])[CH3:59])[O:60][C:61](=[O:62])[CH3:63])(=[O:64])[CH3:65].[C:8](#[N:9])[c:10]1[cH:11][cH:12][c:13]2[c:14]([cH:33]1)[N:15]([CH2:20][CH2:21][CH2:22][CH:23]1[CH:24]([C:29](=[O:30])[O:31][CH3:32])[CH2:25][NH:26][CH2:27][CH2:28]1)[C:16](=[O:19])[CH2:17][O:18]2.[CH3:46][CH2:47][N:48]([CH2:49][CH3:50])[CH2:51][CH3:52].[CH3:67][OH:68].[CH3:73][CH2:74][O:75][C:76](=[O:77])[CH3:78].[CH:69]([Cl:70])([Cl:71])[Cl:72].[F:1][C:2]([F:3])([F:4])[C:5]([OH:6])=[O:7].[F:34][c:35]1[c:36]([CH:42]=[CH:43][CH:44]=[O:45])[cH:37][c:38]([F:41])[cH:39][cH:40]1.[Na+:66].[OH2:79]>>[C:8](#[N:9])[c:10]1[cH:11][cH:12][c:13]2[c:14]([cH:33]1)[N:15]([CH2:20][CH2:21][CH2:22][CH:23]1[CH:24]([C:29](=[O:30])[O:31][CH3:32])[CH2:25][N:26]([CH2:44][CH:43]=[CH:42][c:36]3[c:35]([F:34])[cH:40][cH:39][c:38]([F:41])[cH:37]3)[CH2:27][CH2:28]1)[C:16](=[O:19])[CH2:17][O:18]2

Participants

11

Reactant 10

HCID 887MethanolHCID 923Sodium ionHCID 962WaterHCID 6212ChloroformHCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 2724942TriacetoxyborohydrideHCID 58200897CID 58200897HCID 66774122Methyl 4-[3-(6-cyano-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)propyl]piperidine-3-carboxylate

Product 1

HCID 66774677Methyl 4-[3-(6-cyano-3-oxo-1,4-benzoxazin-4-yl)propyl]-1-[3-(2,5-difluorophenyl)prop-2-enyl]piperidine-3-carboxylate

Sources & evidence

ORD record
ord-81f99d0dd2234466a9cfd232a3667ed6
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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