O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 178447315, compound

HRID 1846088Notes

Reaction equation

HRID 1846088 reaction equation
[F:1][CH:2]([F:32])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:28])[C:13]2[CH:18]=[C:17]([CH2:19][NH:20][C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])=[O:22])[CH:16]=[CH:15][C:14]=2[Cl:27])=[CH:7][C:6]=1[C:29]([OH:31])=O.[F:33][C:34]([F:43])([F:42])[C@H:35]1[CH2:40][CH2:39][C@H:38]([NH2:41])[CH2:37][CH2:36]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C1COCC1>[F:32][CH:2]([F:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:28])[C:13]2[CH:18]=[C:17]([CH2:19][NH:20][C:21]([C:23]([CH3:25])([CH3:24])[CH3:26])=[O:22])[CH:16]=[CH:15][C:14]=2[Cl:27])=[CH:7][C:6]=1[C:29]([NH:41][C@H:38]1[CH2:39][CH2:40][C@H:35]([C:34]([F:33])([F:42])[F:43])[CH2:36][CH2:37]1)=[O:31]

Participants

5

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86658668N-[4-(2,2-difluoroethyl)oxy-3-hydroxycarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamideHCID 178511531HCID 178511531, compound

Product 1

HCID 178447315HCID 178447315, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to Example 4c from N-[4-(2,2-difluoroethyl)oxy-3-hydroxycarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide and trans-4-trifluoromethyl-cyclohexylamine with TBTU and TEA in THF.

Sources & evidence

ORD record
ord-bb76c930348846fe83d7e28010bcb18b
Source dataset
uspto-grants-2015_02
Patent number
US08951999B2

Reaction notes

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