Sodium borohydride → Tert-butyl 3-[3-chloro-6-ethoxy-2-fluoro-5-(1-hydroxyethyl)phenyl]azetidine-1-carboxylate

HRID 1499802Notes

Reaction equation

HRID 1499802 reaction equation
[C:1]([C:4]1[C:5]([O:23][CH2:24][CH3:25])=[C:6]([CH:12]2[CH2:15][N:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:13]2)[C:7]([F:11])=[C:8]([Cl:10])[CH:9]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>>[Cl:10][C:8]1[C:7]([F:11])=[C:6]([CH:12]2[CH2:13][N:14]([C:16]([O:18][C:19]([CH3:20])([CH3:22])[CH3:21])=[O:17])[CH2:15]2)[C:5]([O:23][CH2:24][CH3:25])=[C:4]([CH:1]([OH:3])[CH3:2])[CH:9]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 86677725HCID 86677725, compound

Product 1

HCID 86677727Tert-butyl 3-[3-chloro-6-ethoxy-2-fluoro-5-(1-hydroxyethyl)phenyl]azetidine-1-carboxylate

Procedure

This compound was prepared according to the procedure of Example 13 Step 5, using tert-butyl 3-(3-acetyl-5-chloro-2-ethoxy-6-fluorophenyl)azetidine-1-carboxylate and sodium tetrahydroborate as the starting materials. LCMS calculated for C18H25ClFNO4Na (M+Na)+: m/z=396.1; Found: 396.1.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-b284d0938d5c4a2888567922c93f8d5d
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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