2-Propylpyrrolidine → N-{3-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-5-[(2-propylpyrrolidin-1-yl)carbonyl]phenyl}-N-propylmethanesulfonamide

HRID 899476Notes

Reaction equation

HRID 899476 reaction equation
C(OC(NC(C)(CC1C=CC=CC=1)COCC1C=C(C=C(N(S(C)(=O)=O)CCC)C=1)C(O)=O)=O)(C)(C)C.C(C1CCCN1)CC.[NH2:46][C:47]([CH3:85])([CH2:78][C:79]1[CH:84]=[CH:83][CH:82]=[CH:81][CH:80]=1)[CH2:48][O:49][CH2:50][C:51]1[CH:52]=[C:53]([N:70]([CH2:75][CH2:76][CH3:77])[S:71]([CH3:74])(=[O:73])=[O:72])[CH:54]=[C:55]([C:57]([N:59]2[CH2:63][CH2:62][CH2:61][CH:60]2[C:64]2C=CC=[CH:66][CH:65]=2)=[O:58])[CH:56]=1>>[NH2:46][C:47]([CH3:85])([CH2:78][C:79]1[CH:80]=[CH:81][CH:82]=[CH:83][CH:84]=1)[CH2:48][O:49][CH2:50][C:51]1[CH:52]=[C:53]([N:70]([CH2:75][CH2:76][CH3:77])[S:71]([CH3:74])(=[O:72])=[O:73])[CH:54]=[C:55]([C:57]([N:59]2[CH2:63][CH2:62][CH2:61][CH:60]2[CH2:64][CH2:65][CH3:66])=[O:58])[CH:56]=1

Participants

4

Reactant 3

HCID 37959612-PropylpyrrolidineHCID 11215160N-{3-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-5-[(2-phenylpyrrolidin-1-yl)carbonyl]phenyl}-N-propylmethanesulfonamideHCID 588563373-({2-[(Tert-butoxycarbonyl)amino]-2-methyl-3-phenylpropoxy}methyl)-5-[(methylsulfonyl)(propyl)amino]benzoic acid2×

Product 1

HCID 11272530N-{3-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-5-[(2-propylpyrrolidin-1-yl)carbonyl]phenyl}-N-propylmethanesulfonamide

Procedure

N-{3-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-5-[(2-propylpyrrolidin-1-yl)carbonyl]phenyl}-N-propylmethanesulfonamide was prepared from 3-({2-[(tert-butoxycarbonyl)amino]-2-methyl-3-phenylpropoxy}methyl)-5-[(methylsulfonyl)(propyl)amino]benzoic acid (intermediate XI) and 2-propylpyrrolidine following a similar procedure as described for the preparation of N-{3-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-5-[(2-phenylpyrrolidin-1-yl)carbonyl]phenyl}-N-propylmethanesulfonamide. HRMS (ES, M+H) calculated for C29H43N3O4S: 530.3047, found: 530.3045.

Sources & evidence

ORD record
ord-f0c0244bde4e4bd9be9af999041e420f
Source dataset
uspto-grants-2008_04
Patent number
US07354942B2

Reaction notes

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