Diisopropylethylamine → HCID 18653535, compound

HRID 1728377Notes

Reaction equation

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

Participants

Conditions

Temperature: 20 °C

Procedure

200 mg of N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine, prepared as in Example L, was added to a stirred mixture of 0.044 mL 2-Morpholin-4-ylethylamine, 0.174 mL diisopropylethylamine, and 1 mL DMF at 0° C. 1.1 mL of 0.45M hydroxybenzotriazol-benzotriazoltetramethyluronium hexafluorophosphate in DMF was added. The mixture was warmed to 20° C. with stirring for 18 h, diluted with 30 mL ethyl acetate, washed two times with 20 mL of 10% sodium carbonate, washed with 20 mL brine, and dried with sodium sulfate. The solvents were removed by evaporation to give the title compound as an oil; 240 mg.

Workup

washwashed two times with 20 mL of 10% sodium carbonate
washwashed with 20 mL brine
dry with materialdried with sodium sulfate
customThe solvents were removed by evaporation

Sources & evidence

ORD record: ord-8de28a2b85b34242b11d47a1d850365c
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05326760

Reaction notes

Loading…