HCID 86599493, compound → HCID 58934740, compound

HRID 855117Notes

Reaction equation

HRID 855117 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][C:9]1[CH:10]=[C:11]([O:28][C:29]([F:32])([F:31])[F:30])[CH:12]=[C:13]2[C:18]=1[O:17][CH:16]([C:19]([F:22])([F:21])[F:20])[C:15]([C:23]([O:25]CC)=[O:24])=[CH:14]2>CC(O)=O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][C:9]1[CH:10]=[C:11]([O:28][C:29]([F:32])([F:30])[F:31])[CH:12]=[C:13]2[C:18]=1[O:17][CH:16]([C:19]([F:22])([F:21])[F:20])[C:15]([C:23]([OH:25])=[O:24])=[CH:14]2

Participants

3

Reactant 1

HCID 86599493HCID 86599493, compound

Product 1

HCID 58934740HCID 58934740, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The ester from Step 1 was hydrolyzed via a method similar to that described in Example 621c, Step 2 using HOAc in the acidification step to give the product as a pale yellow solid: ESHRMS m/z 430.0507 (M+H, C,9H10F6NO4, Calc'd 430.0509); 1H NMR (dmso-d6, 300 MHz) 13.55 (brs, 1H), 8.62 (d, 1H, J=4.2 Hz), 7.93 (s, 1H), 7.90-7.84 (m, 1H), 7.73-7.62 (m, 3H), 7.47-7.42 (m, 1H), 6.18 (q, 1H, J=7.1 Hz).

Sources & evidence

ORD record
ord-ae280c0dfde84749887bff8045bcaa71
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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