Isopropylamine → HCID 57635431, compound

HRID 2110228Notes

Reaction equation

HRID 2110228 reaction equation
[CH3:1][C:2]([CH3:28])([CH3:27])[C@H:3]([NH:7][C:8]([C:10]1[N:11]=[C:12]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:13]2[CH2:19][CH2:18][CH2:17][N:16]([CH3:20])[CH2:15][C:14]=12)=[O:9])[C:4](O)=[O:5].[CH:29]([NH2:32])([CH3:31])[CH3:30].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[CH:29]([NH:32][C:4](=[O:5])[C@@H:3]([NH:7][C:8]([C:10]1[N:11]=[C:12]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:13]2[CH2:19][CH2:18][CH2:17][N:16]([CH3:20])[CH2:15][C:14]=12)=[O:9])[C:2]([CH3:27])([CH3:28])[CH3:1])([CH3:31])[CH3:30]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 57635204HCID 57635204, compound

Product 1

HCID 57635431HCID 57635431, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of Compound 471 (30 mg, 0.078 mmol) and isopropylamine (33 μL, 0.39 mmol) in DMF was added TBTU (38 mg, 0.15 mmol). After stirring at room temperature overnight, the crude reaction mixture was purified by a prep LC-MS with 5% to 95% MeCN/water in 15 min to give pure Compound 472 at 66% yield.

Workup

  1. customthe crude reaction mixture
  2. customwas purified by a prep LC-MS with 5% to 95% MeCN/water in 15 min

Sources & evidence

ORD record
ord-4fe3d0d592054444a6e8205ddc8c4809
Source dataset
uspto-grants-2009_04
Patent number
US07517874B2

Reaction notes

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