Trifluoroacetic acid → HCID 11599649, compound

HRID 2301544Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]([OH:36])=[C:19]([NH:24][C:25]([NH:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:29]=3[Cl:35])=[O:26])[CH:20]=[CH:21][C:22]=2[Cl:23])(=[O:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[Cl:23][C:22]1[CH:21]=[CH:20][C:19]([NH:24][C:25]([NH:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:29]=2[Cl:35])=[O:26])=[C:18]([OH:36])[C:17]=1[S:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)(=[O:15])=[O:16]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 11692737HCID 11692737, compound

Product 1

HCID 11599649HCID 11599649, compoundYield 66%

Procedure

Following the general procedure for Boc deprotection outlined in example 36, N-[3-[4-(tert-butoxycarbonyl)piperazin-1-yl]sulfonyl-4-chloro-2-hydroxyphenyl]-N′-(2,3-dichlorophenyl) urea (20 mg, 0.034 mmol) was stirred in trifluoroacetic acid to form the desired product (13.5 mg, 66%). EI-MS (m/z) 481.7, 483.7, 485.7 (M+).

Sources & evidence

ORD record: ord-3cbafe2e31a0409099ca922fe879c67d
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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