Tetrahydrofuran → 5H-Cyclohepta[b]pyridine, 5-chloro-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-, (5R,6S,9R)-

HRID 140131Notes

Reaction equation

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

Participants

Reactant 4

HCID 8028Tetrahydrofuran

HCID 11776Triphenylphosphine

HCID 31398Chlorosuccinimide

HCID 671170715H-Cyclohepta[b]pyridin-5-ol, 6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-, (5R,6S,9R)-

Product 1

HCID 772832495H-Cyclohepta[b]pyridine, 5-chloro-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-, (5R,6S,9R)-

Sources & evidence

ORD record: ord-2f784d7baae74d43b02535e2da078bda
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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