Formaldehyde → (+/-)-5-chloro-7-(1-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)ethyl)-1H-indole-3-carbonitrile

HRID 299169Notes

Reaction equation

HRID 299169 reaction equation
[C:46]([O:47][BH-:48]([O:49][C:50](=[O:51])[CH3:52])[O:53][C:54](=[O:55])[CH3:56])(=[O:57])[CH3:58].[CH2:44]=[O:45].[CH3:60][CH2:61][N:62]([CH2:63][CH3:64])[CH2:65][CH3:66].[Cl:1][c:2]1[cH:3][c:4]2[c:5]([C:35]#[N:36])[cH:6][nH:7][c:8]2[c:9]([CH:11]([CH3:12])[O:13][CH2:14][C:15]2([c:28]3[cH:29][cH:30][c:31]([F:34])[cH:32][cH:33]3)[CH2:16][CH2:17][N:18]([C:21]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:27])[CH2:19][CH2:20]2)[cH:10]1.[F:37][C:38]([F:39])([F:40])[C:41]([OH:42])=[O:43].[Na+:59]>>[Cl:1][c:2]1[cH:3][c:4]2[c:5]([C:35]#[N:36])[cH:6][nH:7][c:8]2[c:9]([CH:11]([CH3:12])[O:13][CH2:14][C:15]2([c:28]3[cH:29][cH:30][c:31]([F:34])[cH:32][cH:33]3)[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)[cH:10]1

Participants

7

Reactant 6

HCID 712FormaldehydeHCID 923Sodium ionHCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 2724942TriacetoxyborohydrideHCID 57545997(+/-)-tert-butyl 4-((1-(5-chloro-3-cyano-1H-indol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

Product 1

HCID 25159528(+/-)-5-chloro-7-(1-((4-(4-fluorophenyl)-1-methylpiperidin-4-yl)methoxy)ethyl)-1H-indole-3-carbonitrile

Sources & evidence

ORD record
ord-d1cede0a6a4141eba8a7914ed2ec005c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

Loading…