2-Phenylpyrrolidine → HCID 11296003, compound

HRID 899472Notes

Reaction equation

HRID 899472 reaction equation
C(OC([NH:8][C:9]([CH3:37])([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:10][O:11][CH2:12][C:13]1[CH:18]=[C:17]([N:19]([S:23]([CH3:26])(=[O:25])=[O:24])[CH2:20][CH2:21][CH3:22])[N:16]=[C:15]([C:27]([OH:29])=O)[CH:14]=1)=O)(C)(C)C.[C:38]1([CH:44]2[CH2:48][CH2:47][CH2:46][NH:45]2)[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.NC(C)(CC1C=CC=CC=1)COCC1C=C(N(S(C)(=O)=O)CCC)N=C(C(NC(C2C=CC(F)=CC=2)C)=O)C=1>>[NH2:8][C:9]([CH3:37])([CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH2:10][O:11][CH2:12][C:13]1[CH:14]=[C:15]([C:27]([N:45]2[CH2:46][CH2:47][CH2:48][CH:44]2[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[O:29])[N:16]=[C:17]([N:19]([CH2:20][CH2:21][CH3:22])[S:23]([CH3:26])(=[O:25])=[O:24])[CH:18]=1

Participants

4

Reactant 3

HCID 2618922-PhenylpyrrolidineHCID 11341933HCID 11341933, compoundHCID 58856342HCID 58856342, compound2×

Product 1

HCID 11296003HCID 11296003, compound

Procedure

N-{4-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-6-[(2-phenylpyrrolidin-1-yl)carbonyl]pyridin-2-yl}-N-propylmethanesulfonamide was prepared from 4-({2-[(tert-butoxycarbonyl)amino]-2-methyl-3-phenylpropoxy}methyl)-6-[(methylsulfonyl)(propyl)amino]pyridine-2-carboxylic acid (intermediate VII) and 2-phenylpyrrolidine following a similar procedure as described for the preparation of 4-[(2-amino-2-methyl-3-phenylpropoxy)methyl]-N-[1-(4-fluorophenyl)ethyl]-6-[(methylsulfonyl)(propyl)amino]pyridine-2-carboxamide. HRMS (ES, M+H) calcd. for C31H40N4O4S: 565.2843, found: 565.2859.

Sources & evidence

ORD record
ord-c0f3de3076e54e7a9b04ebcab1713c46
Source dataset
uspto-grants-2008_04
Patent number
US07354942B2

Reaction notes

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