Propylamine → HCID 67030773, compound

HRID 1959984Notes

Reaction equation

HRID 1959984 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([NH:14][C:15]([C:17]2[C:21]([NH:22][C:23]([NH2:25])=[O:24])=[CH:20][N:19]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=3)[CH:18]=2)=[O:16])[CH2:9]1)=O)(C)(C)C.[CH2:33](N)[CH2:34][CH3:35].C(OCC)(=O)C>C(Cl)Cl>[NH:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([NH:14][C:15]([C:17]2[C:21]([NH:22][C:23]([NH:25][CH2:33][CH2:34][CH3:35])=[O:24])=[CH:20][N:19]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=3)[CH:18]=2)=[O:16])[CH2:9]1

Participants

5

Reactant 3

HCID 7852PropylamineHCID 8857Ethyl AcetateHCID 67030762HCID 67030762, compound

Product 1

HCID 67030773HCID 67030773, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following general method 6, employing (S)-3-{[1-(3-fluorophenyl)-4-ureido-1H-pyrrole-3-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester and propylamine, afforded the crude desired product. Column chromatography (silica, 12 g column, ISCO, 0-50% ethyl acetate in DCM) afforded the title compound as glass (100 mg, 65%); LCMS (method B): RT=3.89 min, M+H+=488.

Workup

  1. customafforded the crude desired product

Sources & evidence

ORD record
ord-96f31d2530e34dd1b106c8e4f27c0c96
Source dataset
uspto-grants-2013_04
Patent number
US08410279B2

Reaction notes

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