Triethylamine → HCID 57465436, compound

HRID 1864974Notes

Reaction equation

[CH2:1]([NH:3][C:4]([C:6]([C:44](=[O:48])[NH:45][CH2:46][CH3:47])([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:7][O:8][C:9](=[O:37])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[C:21]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:19])=[C:13]([OH:36])[CH:12]=1)=[O:5])[CH3:2].C(N(CC)CC)C.Cl[C:57](Cl)([O:59]C(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)(Cl)Cl>[CH2:46]([NH:45][C:44]([C:6]([C:4](=[O:5])[NH:3][CH2:1][CH3:2])([C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[CH2:7][O:8][C:9](=[O:37])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]2[N:17]([C:18]([C:20]3[C:21]([C:26]4[CH:31]=[CH:30][C:29]([C:32]([F:34])([F:33])[F:35])=[CH:28][CH:27]=4)=[CH:22][CH:23]=[CH:24][CH:25]=3)=[O:19])[C:57](=[O:59])[O:36][C:13]=2[CH:12]=1)=[O:48])[CH3:47]

Participants

Conditions

Temperature: 0 °C

Procedure

The {3-Hydroxy-4-[(4′-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}acetic acid 2,2-bisethylcarbamoyl-2-phenylethyl ester (195 mg) obtained in Example 3-2was dissolved in chloroform (5 mL), and to this solution was added triethylamine (72 mg). The solution was cooled to 0° C. and triphosgene (35 mg) was added thereto. After stirring for one hour, the reaction solution was washed with water, dried over sodium sulfate and purified by column chromatography on silica gel with hexane:ethyl acetate=1:1 to give the title compound (173 mg) (see Table 59).

Workup

washthe reaction solution was washed with water
dry with materialdried over sodium sulfate
custompurified by column chromatography on silica gel with hexane

Sources & evidence

ORD record: ord-ea2a6c91a4614e359d5f5f6118cc5df6
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625948B2

Reaction notes

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