O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 58413299, compound

HRID 532312Notes

Reaction equation

HRID 532312 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:27][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[O:21][CH:22]([C:24]([OH:26])=O)[CH3:23])[C:7]=2[C:6]=1[CH3:28])=[O:4].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[NH2:51][CH2:52][CH2:53][CH2:54][NH:55]C(=O)OC(C)(C)C>C(#N)C.O>[CH3:1][O:2][C:3]([C:5]1[S:27][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[O:21][CH:22]([C:24](=[O:26])[NH:51][CH2:52][CH2:53][CH2:54][NH2:55])[CH3:23])[C:7]=2[C:6]=1[CH3:28])=[O:4]

Participants

6

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2735700tert-Butyl (3-aminopropyl)carbamateHCID 58413270HCID 58413270, compound

Product 1

HCID 58413299HCID 58413299, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

The product from 55 (170 mg) and TBTU (150 mg) was dissolved in ACN (5 ml). TEA (150 μl) was added to the mixture. The mixture was stirred for 15 min. at rt. Then tert-butyl N-(3-Aminopropyl)carbamate (200 mg) was added. The mixture was stirred at 50° C. for 2 days. Afterwards the mixture was diluted with water and filtrated. The solid was washed with water and dried in an oven

Workup

  1. stirringThe mixture was stirred at 50° C. for 2 days
  2. filtrationfiltrated
  3. washThe solid was washed with water
  4. customdried in an oven

Sources & evidence

ORD record
ord-0ad07a3391854a96a067f2dd8d4df050
Source dataset
uspto-grants-2014_10
Patent number
US08853193B2

Reaction notes

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