Di-tert-butyl malonate → 4-Cyano-5-fluoro-2-methoxyphenylacetic acid

HRID 2173411Notes

Reaction equation

HRID 2173411 reaction equation
C(C1C(OC)=CC([CH2:11][C:12]([OH:14])=[O:13])=C(F)C=1)#N.C(OC(C)(C)C)(=O)CC(OC(C)(C)C)=O.[F:31][C:32]1[CH:39]=[C:38](F)[C:37]([O:41][CH3:42])=[CH:36][C:33]=1[C:34]#[N:35]>>[C:34]([C:33]1[C:32]([F:31])=[CH:39][C:38]([CH2:11][C:12]([OH:14])=[O:13])=[C:37]([O:41][CH3:42])[CH:36]=1)#[N:35]

Participants

4

Reactant 3

HCID 68324Di-tert-butyl malonateHCID 665248932-(4-Cyano-2-fluoro-5-methoxyphenyl)acetic acidHCID 675171012,4-Difluoro-5-methoxybenzonitrile

Product 1

HCID 675164994-Cyano-5-fluoro-2-methoxyphenylacetic acid

Procedure

(4-Cyano-5-fluoro-2-methoxyphenyl)acetic acid was prepared in a similar fashion to the previously described synthesis of (4-cyano-2-fluoro-5-methoxyphenyl)acetic acid starting from di-tert-butyl malonate and 2,4-difluoro-5-methoxybenzonitrile. LC-MS (IE, m/z): 208 [M−1]+.

Sources & evidence

ORD record
ord-22f53cdc201e435eb6f143060188f4b7
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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