Trifluoroacetic acid → HCID 131719660, compound

HRID 1900906Notes

Reaction equation

C(O)(=O)C.[C:5]([C:8]1[CH:39]=[CH:38][C:11]([C:12]([NH:14][C:15](=[O:37])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH:24]([CH2:32][CH2:33][O:34][CH2:35][CH3:36])[C:25]([O:27]C(C)(C)C)=[O:26])=[CH:19][CH:18]=2)=[O:13])=[CH:10][CH:9]=1)(=[NH:7])[NH2:6].[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43]>>[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[C:5]([C:8]1[CH:9]=[CH:10][C:11]([C:12]([NH:14][C:15](=[O:37])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH:24]([CH2:32][CH2:33][O:34][CH2:35][CH3:36])[C:25]([OH:27])=[O:26])=[CH:19][CH:18]=2)=[O:13])=[CH:38][CH:39]=1)(=[NH:6])[NH2:7]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 131719661HCID 131719661, compound

Product 1

HCID 131719660HCID 131719660, compound

Procedure

In a similar manner to Example 3, t-butyl 3-(4-[3-(4-amidinobenzoyl)ureido]phenyl)-2-(2-ethoxyethyl)propionate, acetate salt (82 mg), and trifluoroacetic acid (5 ml) were reacted to give the title compound (64 mg) as an off-white solid: NMR Spectrum (DMSO-d6) 1.08 (3H, t), 1.70 (2H, m), 2.73 (3H, m), 3.35 (4H, m), 7.19 (2H, d), 7.48 (2H, d), 7.92 (2H, d), 8.18 (21H, d), 9.35 (4H, br s), 10.64 (1H, s), 11.25 (1H, br s), 12.05 (1H, br s); Mass Spectrum m/Z 427 (M+H)+ ; Elemental Analysis: calculated for C22H26N4O5. 1.4 CF3CO2H: C, 50.8%; H, 4.7%; N, 9.6%; found: C, 50.6%; H, 4.8%; N, 9.8%.

Sources & evidence

ORD record: ord-d6c088b941f34fd9884bb070f328ad58
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05576334

Reaction notes

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