Diisopropylethylamine → HCID 178447324, compound

HRID 410118Notes

Reaction equation

HRID 410118 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8][NH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:6][CH:5]=[C:4]([Cl:16])[C:3]=1[NH:17][C:18]1[NH:22][C:21]2[C:23]([F:36])=[C:24]([O:30][CH2:31][C:32]([F:35])([F:34])[F:33])[C:25]([C:27](O)=[O:28])=[CH:26][C:20]=2[N:19]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[F:68][C:69]([F:78])([F:77])[C@H:70]1[CH2:75][CH2:74][C@H:73]([NH2:76])[CH2:72][CH2:71]1>CN(C=O)C>[F:68][C:69]([F:77])([F:78])[C@H:70]1[CH2:71][CH2:72][C@H:73]([NH:76][C:27]([C:25]2[C:24]([O:30][CH2:31][C:32]([F:35])([F:34])[F:33])=[C:23]([F:36])[C:21]3[NH:22][C:18]([NH:17][C:3]4[C:4]([Cl:16])=[CH:5][CH:6]=[C:7]([CH2:8][NH:9][C:10](=[O:15])[C:11]([CH3:13])([CH3:14])[CH3:12])[C:2]=4[Cl:1])=[N:19][C:20]=3[CH:26]=2)=[O:28])[CH2:74][CH2:75]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 1784473272-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]phenylamino}-6-(2,2,2-trifluoroethoxy)-7-fluoro-1H-benzimidazole-5-carboxylic acidHCID 178511531HCID 178511531, compound

Product 1

HCID 178447324HCID 178447324, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]phenylamino}-6-(2,2,2-trifluoroethoxy)-7-fluoro-1H-benzimidazole-5-carboxylic acid (60 mg, 0.109 mmol), TBTU (36.7 mg, 0.114 mmol), DIPEA (66 μl, 0.38 mmol) and DMF (1 mL) is stirred for 30 min, then trans-4-trifluoromethyl-cyclohexylamine (24 mg, HCl salt) is added and it is stirred for 1 h.

Workup

  1. stirringit is stirred for 1 h.

Sources & evidence

ORD record
ord-3182db4fc4234e3ca099dc7212f81dc3
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

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