O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 178486905, compound

HRID 1410265Notes

Reaction equation

HRID 1410265 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:34]([F:37])([F:36])[F:35])=[C:7]([NH:9][C:10]2[NH:14][C:13]3[CH:15]=[C:16]([O:32][CH3:33])[C:17]([C:19]([NH:21][C@H:22]4[CH2:27][CH2:26][C@H:25]([C:28]([F:31])([F:30])[F:29])[CH2:24][CH2:23]4)=[O:20])=[CH:18][C:12]=3[N:11]=2)[CH:8]=1.[C:38]([O:42][C:43]([NH:45][CH:46]([C:50]([F:53])([F:52])[F:51])[C:47](O)=[O:48])=[O:44])([CH3:41])([CH3:40])[CH3:39].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[C:38]([O:42][C:43]([NH:45][CH:46]([C:50]([F:51])([F:52])[F:53])[C:47]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:34]([F:36])([F:37])[F:35])=[C:7]([NH:9][C:10]2[NH:14][C:13]3[CH:15]=[C:16]([O:32][CH3:33])[C:17]([C:19]([NH:21][C@H:22]4[CH2:27][CH2:26][C@H:25]([C:28]([F:29])([F:30])[F:31])[CH2:24][CH2:23]4)=[O:20])=[CH:18][C:12]=3[N:11]=2)[CH:8]=1)=[O:48])=[O:44])([CH3:41])([CH3:39])[CH3:40]

Participants

4

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 534037822-{[(Tert-butoxy)carbonyl]amino}-3,3,3-trifluoropropanoic acidHCID 178486903HCID 178486903, compound

Product 1

HCID 178486905HCID 178486905, compoundYield 70%

Procedure

The title compound was prepared from 2-(5-aminomethyl-2-trifluoromethyl-phenylamino)-6-methoxy-N-(trans-4-trifluoromethyl-cyclohex-1-yl)-1H-benzo[d]imidazole-5-carboxamide and 2-tert.butoxycarbonylamino-3,3,3-trifluoro-propionic acid with TBTU, and TEA in THF_in analogy to example 3e.

Sources & evidence

ORD record
ord-42a15a0cbdf441f882f6ea2ecc320ad3
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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