Triethylamine → HCID 57791798, compound

HRID 1091752Notes

Reaction equation

HRID 1091752 reaction equation
F[C:2]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[O:22])[NH:14][N:13]=2)=[CH:7][C:3]=1[C:4]([OH:6])=O.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.Cl.[CH3:55][C:56]([O:59][CH:60]1[CH2:65][CH2:64][NH:63][CH2:62][CH2:61]1)([CH3:58])[CH3:57]>CN(C)C(=O)C>[CH3:58][C:56]([O:59][CH:60]1[CH2:61][CH2:62][N:63]([C:4]([C:3]2[CH:7]=[C:8]([CH2:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:15](=[O:22])[NH:14][N:13]=3)[CH:9]=[CH:10][CH:2]=2)=[O:6])[CH2:64][CH2:65]1)([CH3:55])[CH3:57]

Participants

6

Reactant 4

HCID 8471Triethylamine2×HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 21734650HCID 21734650, compoundHCID 248117402-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid

Product 1

HCID 57791798HCID 57791798, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent2×

Procedure

To 20 ml vial was added 3-[(4-oxo-3H-phthalazin-1-yl)methyl]benzoic acid (1b) (50 mg, 0.178 mmol). To this was added N,N-dimethylacetamide (2 mL) and triethylamine (70 μL, 0.445 mmol). This mixture was allowed to stir for 5 mins before addition of O-benzotriazol-1-yl-N,N,N′,N′-tetra-methyluronium hexafluorophosphate, this solution was also allowed to stir for a further 5 minutes. A solution of 4-[(2-methylpropan-2-yl)oxy]piperidine hydrochloride (35 mg, 0.178 mmol) in N,N-dimethylacetamide (1 mL) and triethylamine (25 μl, 0.179 mmol) was then added and the reaction left to stir at ambient temperature for 2 hours before being purified by preparative HPLC to afford the desired compound; m/z (LC-MS, ESI+), RT=1.74 (M+H 420.4).

Workup

  1. waitthe reaction left
  2. stirringto stir at ambient temperature for 2 hours
  3. custombefore being purified by preparative HPLC

Sources & evidence

ORD record
ord-ac37485db5d04ec4acb31fb00d8be067
Source dataset
uspto-grants-2012_03
Patent number
US08129380B2

Reaction notes

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