Methylamine → HCID 23395565, compound
Reaction equation
Cl.[CH3:2][N:3]([CH3:10])[CH2:4][CH2:5][CH2:6][C:7](O)=[O:8].C[CH2:12][N:13](C(C)C)C(C)C.CN.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.CO>[CH3:2][N:3]([CH3:10])[CH2:4][CH2:5][CH2:6][C:7]([NH:13][CH3:12])=[O:8]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
A stirred solution of 4-dimethylamino-butyric acid hydrochloride salt (0.50 g, 2.98 mmol; for reference procedure from 4-aminobutyric acid see JACS, 1963, 85, 1-8) and DIPEA (3.22 mL, 18.50 mmol) in DMF (5 mL) was treated with a methylamine solution (2 M in THF; 5.96 mL, 11.93 mmol) and then HATU (1.42 g, 3.73 mmol). The mixture was stirred at RT for 4 hours before being diluted with MeOH (15 mL). This resultant solution was purified via a SCX-2 cartridge and the relevant fractions were concentrated in vacuo to afford the title compound as a colourless oil (0.31 g).
Workup
- customThis resultant solution was purified via a SCX-2 cartridge
- concentrationthe relevant fractions were concentrated in vacuo
Sources & evidence
- ORD record
- ord-1784faf2a7514515a84e5b04ea5dbbbb
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365577B2
Reaction notes
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