HCID 53927156, compound → HCID 69824964, compound

HRID 2301646Notes

Reaction equation

HRID 2301646 reaction equation
C(OC([NH:8][CH:9]([C:37]([OH:39])=[O:38])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][S:15]([C:18]1[C:19]([OH:36])=[C:20]([NH:25][C:26]([NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])=[O:27])[CH:21]=[CH:22][C:23]=1[Cl:24])(=[O:17])=[O:16])=O)(C)(C)C>FC(F)(F)C(O)=O>[ClH:24].[NH2:8][CH:9]([C:37]([OH:39])=[O:38])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][S:15]([C:18]1[C:19]([OH:36])=[C:20]([NH:25][C:26]([NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])=[O:27])[CH:21]=[CH:22][C:23]=1[Cl:24])(=[O:17])=[O:16]

Participants

3

Reactant 1

HCID 53927156HCID 53927156, compound

Product 1

HCID 69824964HCID 69824964, compoundYield 139%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Following the general procedure for Boc deprotection in example 36, N-[3-[N″-[5-(tert-butoxycarbonylamino)-5-carboxypentyl]aminosulfonyl]-4-chloro-2-hydroxyphenyl]-N′(2-chlorophenyl) urea (104 mg, 0.17 mmol) was stirred in 1 mL of trifluoroacetic acid to form the desired product (64 mg, 61%). LC-MS (m/z) 505.0 (M+).

Sources & evidence

ORD record
ord-b4d2956e9818435abc536a656d190865
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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