1,4'-Bipiperidine → HCID 44516636, compound

HRID 1513437Notes

Reaction equation

HRID 1513437 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[N:10]=[C:9]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26](=[O:37])[NH:27][C:28]4[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][CH:29]=4)=[CH:21][CH:20]=3)[N:8]=2)[CH2:3][CH2:2]1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[N:71]1([CH:77]2[CH2:82][CH2:81][NH:80][CH2:79][CH2:78]2)[CH2:76][CH2:75][CH2:74][CH2:73][CH2:72]1>CN1C(=O)CCC1>[N:71]1([CH:77]2[CH2:82][CH2:81][N:80]([C:32]([C:31]3[CH:30]=[CH:29][C:28]([NH:27][C:26]([NH:25][C:22]4[CH:21]=[CH:20][C:19]([C:9]5[N:10]=[C:11]([N:13]6[CH2:14][CH2:15][O:16][CH2:17][CH2:18]6)[N:12]=[C:7]([N:4]6[CH2:3][CH2:2][O:1][CH2:6][CH2:5]6)[N:8]=5)=[CH:24][CH:23]=4)=[O:37])=[CH:36][CH:35]=3)=[O:33])[CH2:79][CH2:78]2)[CH2:76][CH2:75][CH2:74][CH2:73][CH2:72]1

Participants

6

Reactant 4

HCID 786071,4'-BipiperidineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 445163074-(3-(4-(4,6-Dimorpholino-1,3,5-triazin-2-yl)phenyl)ureido)benzoic acid

Product 1

HCID 44516636HCID 44516636, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To the solution of 4-(3-(4-(4,6-dimorpholino-1,3,5-triazin-2-yl)phenyl)ureido)benzoic acid (50 mg; 0.099 mmol), Hunig's base (103 μL, 0.594 mmol), HBTU (188 mg, 0.495 mmol) in 2 mL of NMP was reacted according to example 68 with 1,4′-bipiperidine (67 mg, 0.396 mmol). Evaporated the solvent and purified by HPLC to give the product as a white solid (39 mg, 60% yield); MS (ESI) m/z=656.8.

Workup

  1. customEvaporated the solvent
  2. custompurified by HPLC

Sources & evidence

ORD record
ord-04ab90eaa2784bc68fd2e55868dc2c9f
Source dataset
uspto-grants-2012_07
Patent number
US08217036B2

Reaction notes

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