HCID 11360660, compound → HCID 58934667, compound

HRID 854877Notes

Reaction equation

HRID 854877 reaction equation
[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[C:13]([C:22]([OH:24])=[O:23])[CH:14]([C:18]([F:21])([F:20])[F:19])[O:15]2)=[CH:10][C:9]=1[Cl:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[C:13]([C:22]([OH:24])=[O:23])[C@H:14]([C:18]([F:20])([F:21])[F:19])[O:15]2)=[CH:10][C:9]=1[Cl:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 11360660HCID 11360660, compound

Product 1

HCID 58934667HCID 58934667, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A racemic mixture of the compound prepared in Example 9k, Step 3 was chirally resolved using the same protocol as for Example 9d, Step 1 as peak 2 with retention time 5.76 min: ESHRMS m/z 367.0343 (M−H, C20H11ClF3O3, Calc'd 367.0329). 1HNMR (DMSO-d6/400 MHz) 13.34 (brs, 1H), 7.81 (s, 1H), 7.61 (s, 1H), 7.25-7.29 (m, 2H), 7.17-7.19 (m, 3H), 6.99 (s, 1H), 5.89 (q, 1H, J=7.1 Hz), 4.00 (s, 2H). [□]25589=+2.0 in MeOH.

Sources & evidence

ORD record
ord-884cbd0a52af4f88a8f316ba49ca18c5
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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