2,5-Dimethylpyrrolidine, (2R,5R)- → 7-[3-((2r,5r)-2,5-Dimethyl-pyrrolidin-1-yl)-propoxy]-3,4-dihydro-2h-2,4a,5-triaza-fluoren-1-one

HRID 2105431Notes

Reaction equation

HRID 2105431 reaction equation
[CH3:1][C@H:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:23]=[C:22]2[C:14]([N:15]3[C:20](=[CH:21]2)[C:19](=[O:24])[NH:18][CH2:17][CH2:16]3)=[N:13][CH:12]=1.[CH3:25][C@H]1N[C@H](C)CC1>>[CH3:1][C@@H:2]1[CH2:6][CH2:5][C@@H:4]([CH3:25])[N:3]1[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:23]=[C:22]2[C:14]([N:15]3[C:20](=[CH:21]2)[C:19](=[O:24])[NH:18][CH2:17][CH2:16]3)=[N:13][CH:12]=1

Participants

3

Reactant 2

HCID 6417672,5-Dimethylpyrrolidine, (2R,5R)-HCID 166790307-[3-((S)-2-Methyl-pyrrolidin-1-yl)-propoxy]-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one

Product 1

HCID 166791237-[3-((2r,5r)-2,5-Dimethyl-pyrrolidin-1-yl)-propoxy]-3,4-dihydro-2h-2,4a,5-triaza-fluoren-1-oneYield 19%

Procedure

The title compound was synthesized in analogy to example 2, from 7-(3-chloro-propoxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one (example 85, intermediate) and (2R,5R)-(−)-trans-2,5-dimethylpyrrolidine (commercially available), to give the desired product as a colorless solid (19%).

Sources & evidence

ORD record
ord-f3489950e58a44f29044cc392014dc1a
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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