Sodium ion → Tert-butyl 3-(3-chloro-5-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate

HRID 1232153Notes

Reaction equation

HRID 1232153 reaction equation
[Br:3][CH:4]([Br:5])[CH3:6].[Br:7][c:8]1[cH:9][c:10]([Cl:15])[cH:11][c:12]([F:14])[cH:13]1.[C:16](=[O:17])([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[N:23]1[CH2:24][C:25](=[O:28])[CH2:26][CH2:27]1.[I:2].[Mg:1].[Na+:29].[Na+:30].[O-:31][C:32](=[O:33])[O-:34].[O:35]1[CH2:36][CH2:37][CH2:38][CH2:39]1>>[c:8]1([C:25]2([OH:28])[CH2:24][N:23]([C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH2:27][CH2:26]2)[cH:9][c:10]([Cl:15])[cH:11][c:12]([F:14])[cH:13]1

Participants

9

Reactant 8

HCID 923Sodium ion2×HCID 8028TetrahydrofuranHCID 112011,1-DibromoethaneHCID 19660Carbonate IonHCID 24841Hydrogen iodideHCID 471360Tert-butyl 3-oxopyrrolidine-1-carboxylateHCID 27362231-Bromo-3-chloro-5-fluorobenzeneHCID 5462224Magnesium

Product 1

HCID 67402932Tert-butyl 3-(3-chloro-5-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate

Sources & evidence

ORD record
ord-0f39560348a048e48a17a53286cd3f17
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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