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Formic Acid → HCID 89704800, compound

HRID 928942
Notes
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Reaction equation

HRID 928942 reaction equation
[NH2:1][C:2]1[C:10]([S:11]CC2C=CC(OC)=CC=2)=[CH:9][C:5]([C:6]([O-:8])=[O:7])=[C:4]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[F:28])[C:3]=1[F:29].[C:30](O)(C(F)(F)F)=O.C(O)=O.C(C(O)=O)CCCC>CC(O)=O>[NH2:1][C:2]1[C:10]([SH:11])=[CH:9][C:5]([C:6]([O:8][CH3:30])=[O:7])=[C:4]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[F:28])[C:3]=1[F:29]
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 284Formic AcidHCID 6422Trifluoroacetic acid2×HCID 8892Hexanoic AcidHCID 131735086HCID 131735086, compound

Product 1

HCID 89704800HCID 89704800, compound

Reagents, catalysts & solvents 1

HCID 176Acetic Acid
Solvent

Procedure

4-Amino-3-fluoro-2-((2-fluorophenyl)amino)-5-((4-methoxybenzyl)thio)benzoate can be deprotected in the presence of acid (such as CF3COOH, HCOOH, CH3COOH and n-C5H11COOH, prefer CF3COOH) at certain temperature (20-75° C., prefer 25-75° C.) in appropriate aromatic aliphatic ether (such as anisole and phenetole, prefer anisole) for some time (1-12 h, prefer 3-10 h). Methyl 4-amino-3-fluoro-2-((2-fluorophenyl)amino)-5-mercaptobenzoate is obtained after conventional workup.

Sources & evidence

ORD record
ord-b4b1f67c0f16451c9d0018b974b75fe8
Source dataset
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09290468B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes