Triethylamine → HCID 59263935, compound

HRID 644974Notes

Reaction equation

[CH:1]1([N:7]([CH2:12][CH2:13][N:14]([CH2:25][CH2:26][C:27]2[C:35]3[S:34][C:33](=[O:36])[NH:32][C:31]=3[C:30]([OH:37])=[CH:29][CH:28]=2)[C:15](=[O:24])[O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8](=[O:11])[CH:9]=[CH2:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[F:39][C:40]1[C:48]([F:49])=[CH:47][CH:46]=[CH:45][C:41]=1[CH2:42][CH2:43][NH2:44].C(N(CC)CC)C>C(O)C>[CH:1]1([N:7]([C:8](=[O:11])[CH2:9][CH2:10][NH:44][CH2:43][CH2:42][C:41]2[CH:45]=[CH:46][CH:47]=[C:48]([F:49])[C:40]=2[F:39])[CH2:12][CH2:13][N:14]([CH2:25][CH2:26][C:27]2[C:35]3[S:34][C:33](=[O:36])[NH:32][C:31]=3[C:30]([OH:37])=[CH:29][CH:28]=2)[C:15](=[O:24])[O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

Conditions

Temperature: 60 °C

Procedure

Benzyl 2-(N-cyclohexylacrylamido)ethyl(2-(4-hydroxy-2-oxo-2,3-dihydrobenzo[d]thiazol-7-yl)ethyl)carbamate prepared as in Example 12 step i) (0.33 g), 2,3-difluorophenethylamine hydrochloride (0.244 g) and triethylamine (0.176 mL) were dissolved in ethanol (3 mL) and heated at 60° C. for 48 h. The mixture was cooled to room temperature, quenched with water, extracted with ethyl acetate, washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to afford the sub-title product (0.420 g) as a light brown gum.

Workup

temperatureThe mixture was cooled to room temperature
customquenched with water
extractionextracted with ethyl acetate
washwashed with water and brine
dry with materialdried (Na2SO4)
filtrationfiltered
customevaporated in vacuo

Sources & evidence

ORD record: ord-5f7ec1aa75354a69a5358ffaacc86e72
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700782B2

Reaction notes

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