n,n-Dimethylpiperazine-1-carboxamide → HCID 86700427, compound

HRID 879617Notes

Reaction equation

[C:1]([O:5][C@@H:6]([C:11]1[C:26]([CH3:27])=[CH:25][C:14]2[N:15]=[C:16]([C:18]3[CH:23]=[CH:22][N:21]=[C:20](Cl)[N:19]=3)[S:17][C:13]=2[C:12]=1[C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=1)[C:7]([O:9][CH3:10])=[O:8])([CH3:4])([CH3:3])[CH3:2].[CH3:35][N:36]([CH3:45])[C:37]([N:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1)=[O:38]>O1CCOCC1>[C:1]([O:5][C@@H:6]([C:11]1[C:26]([CH3:27])=[CH:25][C:14]2[N:15]=[C:16]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([N:42]4[CH2:41][CH2:40][N:39]([C:37](=[O:38])[N:36]([CH3:35])[CH3:45])[CH2:44][CH2:43]4)[N:19]=3)[S:17][C:13]=2[C:12]=1[C:28]1[CH:29]=[CH:30][C:31]([Cl:34])=[CH:32][CH:33]=1)[C:7]([O:9][CH3:10])=[O:8])([CH3:2])([CH3:3])[CH3:4]

Participants

Conditions

Temperature: 40 °C

Procedure

To (S)-methyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyrimidin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (30.0 mg, 0.058 mmol) was added piperazine-1-carboxylic acid dimethylamide (36.6 mg, 0.232 mmol) in 1,4-dioxane (1 mL). The reaction mixture was stirred at 40° C. for 4 h, then at room temperature overnight. The reaction mixture was filtered through Celite (ethyl acetate eluent), concentrated, and used without further purification. LCMS-ESI+ calc'd for C32H38ClN6O4S (M+H+): 637.2; Found: 637.2 (M+H+).

Workup

customat room temperature
customovernight
filtrationThe reaction mixture was filtered through Celite (ethyl acetate eluent)
concentrationconcentrated
customused without further purification

Sources & evidence

ORD record: ord-3ae402cf4fcc4411a4cea979bac1675c
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987250B2

Reaction notes

Loading…