2-Morpholinoethylamine → HCID 70020870, compound

HRID 397990Notes

Reaction equation

Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[C@H:15]([OH:16])[C@H:14]([OH:17])[C@@H:13]([C:18]3[O:22][N:21]=[C:20]([CH2:23][CH3:24])[N:19]=3)[O:12]2)=[C:4]([NH:25][CH2:26][CH:27]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:3]=1.[NH2:40][CH2:41][CH2:42][N:43]1[CH2:48][CH2:47][O:46][CH2:45][CH2:44]1>CS(C)=O>[CH:18]([OH:22])=[O:46].[C:34]1([CH:27]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:26][NH:25][C:4]2[N:3]=[C:2]([NH:40][CH2:41][CH2:42][N:43]3[CH2:48][CH2:47][O:46][CH2:45][CH2:44]3)[N:10]=[C:9]3[C:5]=2[N:6]=[CH:7][N:8]3[C@H:11]2[C@H:15]([OH:16])[C@H:14]([OH:17])[C@@H:13]([C:18]3[O:22][N:21]=[C:20]([CH2:23][CH3:24])[N:19]=3)[O:12]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of Intermediate 4 (0.034 g, 0.062 mmol), 4-(2-aminoethyl)morpholine (0.041 ml, 0.31 mmol) and DMSO (0.03 ml); in a sealed vial (e.g. Reacti-vial™) was heated at 80° C. for 28 h. Purification by Autoprep. HPLC afforded the title compound after freeze drying as a white solid (0.015 g). LC/MS system A Rt=3.67 mins, m/z=642MH+

Workup

customPurification by Autoprep

Sources & evidence

ORD record: ord-371466728cf24fedb74336abae5714a8
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06610665B1

Reaction notes

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