Methanol → (+/-)-t-Butyl-5-(3,5-bistrifluoromethylbenzylamino)-7-trifluoromethyl-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

HRID 1218874Notes

Reaction equation

HRID 1218874 reaction equation
[BH4-:40].[C:17]([CH3:18])([CH3:19])([CH3:20])[O:21][C:22](=[O:23])[N:24]1[c:25]2[c:26]([cH:32][c:33]([C:36]([F:37])([F:38])[F:39])[cH:34][cH:35]2)[C:27](=[O:31])[CH2:28][CH2:29][CH2:30]1.[CH3:42][OH:43].[CH3:45][CH2:46][O:47][C:48](=[O:49])[CH3:50].[CH3:51][CH:52]([CH3:53])[O-:54].[CH3:56][CH:57]([CH3:58])[O-:59].[CH3:60][CH:61]([CH3:62])[O-:63].[CH3:64][CH:65]([CH3:66])[O-:67].[F:1][C:2]([c:3]1[cH:4][c:5]([CH2:6][NH2:7])[cH:8][c:9]([C:11]([F:12])([F:13])[F:14])[cH:10]1)([F:15])[F:16].[Na+:41].[OH2:44].[Ti+4:55]>>[F:1][C:2]([c:3]1[cH:4][c:5]([CH2:6][NH:7][CH:27]2[c:26]3[c:25]([cH:35][cH:34][c:33]([C:36]([F:37])([F:38])[F:39])[cH:32]3)[N:24]([C:22]([O:21][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:23])[CH2:30][CH2:29][CH2:28]2)[cH:8][c:9]([C:11]([F:12])([F:13])[F:14])[cH:10]1)([F:15])[F:16]

Participants

10

Reactant 9

HCID 887MethanolHCID 923Sodium ionHCID 962WaterHCID 8857Ethyl AcetateHCID 28123BorohydrideHCID 114942Titanium cation (4+)HCID 5210993,5-Bis(trifluoromethyl)benzylamineHCID 3260420Isopropanolate4×HCID 686786965-Oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86616081(+/-)-t-Butyl-5-(3,5-bistrifluoromethylbenzylamino)-7-trifluoromethyl-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Sources & evidence

ORD record
ord-7b97b25a2a5a422d8e73e32cc514a32f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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