Triethylamine → HCID 70048745, compound

HRID 1937817Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([C:24](=[O:28])[N:25]([CH3:27])[CH3:26])[C:11]([NH:13][C@@H:14]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:15](O)=[O:16])=[O:12])=[CH:5][CH:4]=1)#[N:2].[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].N=C(C1[CH2:44][CH2:43][CH:42]([NH2:45])[CH2:41][CH2:40]1)C.C([N:48](CC)[CH2:49][CH3:50])C.C1C=CC2N(O)N=[N:59]C=2C=1>CN(C)C=O>[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH:10]([C:24]([N:25]([CH3:26])[CH3:27])=[O:28])[C:11]([NH:13][C@@H:14]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:15](=[O:16])[NH:45][CH:42]2[CH2:41][CH2:40][N:48]([C:49](=[NH:59])[CH3:50])[CH2:44][CH2:43]2)=[O:12])=[CH:7][CH:8]=1)#[N:2]

Participants

Conditions

Temperature: 22 °C

Procedure

EMBEDDCCI (295 mg, 1.4 mmol) was added to a solution of [3-(4-cyanophenyl)-2-(R,S)-dimethylcarbamoyl-propionylamino]-(S)-cyclohexyl-acetic acid (500 mg, 1.3 mmol), 4-(1-imino-ethyl)-cyclohexylamine trifluoroacetic acid salt (478 mg, 1.3 mmol), triethylamine (131 mg, 1.3 mmol) and HOBt (260 mg, 1.3 mmol) in dimethylformamide (20 ml) at 0° C. The mixture was stirred at 0° C. for 1 hour and at 22° C. for 15 hours. The precipitated urea was filtered off and the filtrate was evaporated to give 800 mg (85%) of the desired product. MS m/z: 509.4 (M+H)+.

Workup

filtrationThe precipitated urea was filtered off
customthe filtrate was evaporated

Sources & evidence

ORD record: ord-7075b6bb479241e9ad237bec9adb0058
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06395737B1

Reaction notes

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