Aniline → HCID 59380077, compound

HRID 2353679Notes

Reaction equation

HRID 2353679 reaction equation
[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:13]=[C:12]([CH2:14]OS(C)(=O)=O)[N:11]=[C:10]([C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:28])=[CH:22][CH:21]=2)[N:9]=1.[NH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>C(Cl)Cl>[NH:36]([CH2:14][C:12]1[CH:13]=[C:8]([N:3]2[CH2:4][CH2:5][O:6][CH2:7][C@@H:2]2[CH3:1])[N:9]=[C:10]([C:20]2[CH:21]=[CH:22][C:23]([NH:26][C:27]([NH:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)=[O:28])=[CH:24][CH:25]=2)[N:11]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 59380001HCID 59380001, compound

Product 1

HCID 59380077HCID 59380077, compoundYield 39.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-[4-[4-[(3S)-3-Methylmorpholin-4-yl]-6-(methylsulfonyloxymethyl)pyrimidin-2-yl]phenyl]-3-phenyl-urea (105 mg, 0.21 mmol) dissolved in a solution of DCM (5 mL) was added to aniline (0.097 mL, 1.06 mmol) and stirred at RT for 18 h. The mixture was vacuumed to dryness and purified by prep-HPLC (basic) to give the desired material (41 mg) as a white solid.

Workup

  1. custompurified by prep-HPLC (basic)

Sources & evidence

ORD record
ord-e92597307317492081cba31bafd793cc
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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