O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 66760875, compound

HRID 889204Notes

Reaction equation

HRID 889204 reaction equation
[F:1][C:2]([F:17])([CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13](=[O:16])[NH:14][CH3:15])[CH2:9][CH2:8]1)[C:3]([OH:5])=O.[NH2:18][CH2:19][C:20]([N:22]([C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[C:26]([CH2:31][O:32][C:33]2[C:41]3[N:40]=[C:39]([O:42][CH3:43])[N:38]([CH2:44][C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][N:46]=4)[C:37]=3[CH:36]=[CH:35][CH:34]=2)[C:25]=1[Cl:51])[CH3:23])=[O:21].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.ClC1C(COC2C3N=C(OC)N(CC4C=CC=CN=4)C=3C=CC=2)=C(Cl)C=CC=1N(C)C(=O)CNC(=O)CCC1C=CC(C(NCCOC)=O)=CC=1>>[Cl:51][C:25]1[C:26]([CH2:31][O:32][C:33]2[C:41]3[N:40]=[C:39]([O:42][CH3:43])[N:38]([CH2:44][C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][N:46]=4)[C:37]=3[CH:36]=[CH:35][CH:34]=2)=[C:27]([Cl:30])[CH:28]=[CH:29][C:24]=1[N:22]([CH3:23])[C:20](=[O:21])[CH2:19][NH:18][C:3](=[O:5])[C:2]([F:1])([F:17])[CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]([NH:14][CH3:15])=[O:16])[CH2:9][CH2:8]1

Participants

5

Reactant 4

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 66760264HCID 66760264, compoundHCID 667603852-amino-N-(2,4-dichloro-3-(((2-methoxy-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-4-yl)oxy)methyl)phenyl)-N-methylacetamideHCID 667609784-(3-((2-((2,4-dichloro-3-(((2-methoxy-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-4-yl)oxy)methyl)phenyl)(methyl)amino)-2-oxoethyl)amino)-3-oxopropyl)-N-(2-methoxyethyl)benzamide

Product 1

HCID 66760875HCID 66760875, compound

Procedure

2,2-difluoro-3-(4-(methylcarbamoyl)piperazin-1-yl)propanoic acid and 2-amino-N-(2,4-dichloro-3-(((2-methoxy-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-4-yl)oxy)methyl)phenyl)-N-methylacetamide are coupling using TBTU as described for compound 1 to give 4-(3-((2-((2,4-dichloro-3-(((2-methoxy-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-4-yl)oxy)methyl)phenyl)(methyl)amino)-2-oxoethyl)amino)-2,2-difluoro-3-oxopropyl)-N-methylpiperazine-1-carboxamide. LCMS (APCI) 733 (M+).

Sources & evidence

ORD record
ord-f9fc235e2e514751902d5835d2dcd11d
Source dataset
uspto-grants-2012_08
Patent number
US08252793B2

Reaction notes

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