3-({(Tert-butoxycarbonyl)[4-(trifluoromethyl)benzyl]amino}methyl)benzoic acid → HCID 178443267, compound

HRID 735926

Reaction equation

[C:1]([O:5][C:6]([N:8]([CH2:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24]([OH:26])=[O:25])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O[NH:31][C:32](=[NH:44])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]>>[C:32]([NH:44][O:25][C:24]([C:23]1[CH:22]=[C:21]([CH:29]=[CH:28][CH:27]=1)[CH2:20][N:8]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][CH:15]=1)[C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:26])(=[NH:31])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]

Participants

Reactant 2

HCID 671866983-({(Tert-butoxycarbonyl)[4-(trifluoromethyl)benzyl]amino}methyl)benzoic acid

HCID 178443266N'-hydroxydodecanimidamide

Product 1

HCID 178443267HCID 178443267, compoundYield 99%

Procedure

The same procedure as employed in the preparation of Example 10 (step a) but using 3-({(tert-butoxycarbonyl)[4-(trifluoromethyl)benzyl]amino}methyl)benzoic acid and N-hydroxydodecanimidamide gave the title compound as a pale yellow oil (99%). 1H NMR (CDCl3, 300 MHz) δ 7.91 (m, 2H), 7.59 (m, 2H), 7.36 (m, 4H), 4.78 (br s, 2H), 4.48 (br s, 2H), 4.41 (br s, 2H), 2.34 (m, 2H), 1.65 (m, 2H), 1.50 (s, 9H), 1.26 (br s, 16H), 0.88 (m, 3H). HPLC (Condition A), Rt: 7.34 min (HPLC purity: 95.6%).

Workup

customThe same procedure as employed in the preparation of Example 10 (step a) but

Sources & evidence

ORD record: ord-2c41a944ab0444458ad54c6954f065af
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592477B2

Linked notes

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