4-Methylmorpholine → HCID 178462094, compound

HRID 551164Notes

Reaction equation

HRID 551164 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=O)=[CH:16][C:15]=2[C:23]([F:26])([F:25])[F:24])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CN1CCOCC1.[Cl:56][C:57]1[CH:68]=[CH:67][C:60]2[NH:61][C:62]([C@@H:64]([NH2:66])[CH3:65])=[N:63][C:59]=2[CH:58]=1>CN1C(=O)CCC1>[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([NH:66][C@H:64]([C:62]3[NH:61][C:60]4[CH:67]=[CH:68][C:57]([Cl:56])=[CH:58][C:59]=4[N:63]=3)[CH3:65])=[O:20])=[CH:16][C:15]=2[C:23]([F:26])([F:24])[F:25])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:5])[CH3:6])=[O:2]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 670481174-(4-N-Boc-piperazin-1-yl)-3-trifluoromethyl-benzoic acid

Product 1

HCID 178462094HCID 178462094, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Prepared analogously to Example 1f from 4-(4-N-Boc-piperazin-1-yl)-3-trifluoromethyl-benzoic acid, TBTU, NMM and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in NMP and subsequent purification by chromatography on silica gel (eluant: petroleum ether/ethyl acetate=50:50).

Sources & evidence

ORD record
ord-baba303d27fd4bfc8f1a526d28a2eee9
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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