Trifluoroacetic acid → HCID 11541835, compound

HRID 2301570Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][S:16]([C:19]2[C:20]([OH:38])=[C:21]([NH:26][C:27]([NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([Cl:36])[C:31]=3[Cl:37])=[O:28])[CH:22]=[CH:23][C:24]=2[Cl:25])(=[O:18])=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[Cl:25][C:24]1[CH:23]=[CH:22][C:21]([NH:26][C:27]([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([Cl:36])[C:31]=2[Cl:37])=[O:28])=[C:20]([OH:38])[C:19]=1[S:16]([NH:15][CH2:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)(=[O:18])=[O:17]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 11534542HCID 11534542, compound

Product 1

HCID 11541835HCID 11541835, compoundYield 44%

Procedure

Following the general procedure for Boc deprotection outlined in example 36, N-[3-[N″-[(1-tert-butoxycarbonylpiperidin4-yl)methyl]aminosulfonyl]-4-chloro-2-hydroxyphenyl]-N′-(2,3-dichlorophenyl) urea (20 mg, 0.033 mmol) was stirred in trifluoroacetic acid to form the desired product (9 mg, 44%). LC-MS (m/z) 509.0 (M+).

Sources & evidence

ORD record: ord-5c79a9644e374247b938d99f9366e593
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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