1-Pyrrolidineethanamine → HCID 68685957, compound

HRID 2234495Notes

Reaction equation

HRID 2234495 reaction equation
[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([F:13])[CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:47][CH2:48][CH2:49][N:50]1[CH2:54][CH2:53][CH2:52][CH2:51]1>CN(C=O)C>[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:5]([C:6]([NH:47][CH2:48][CH2:49][N:50]2[CH2:54][CH2:53][CH2:52][CH2:51]2)=[O:8])=[C:4]([F:13])[CH:3]=1

Participants

6

Reactant 4

HCID 13441-PyrrolidineethanamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 529829634-Amino-2-fluoro-5-methoxybenzoic acid2×

Product 1

HCID 68685957HCID 68685957, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

4-amino-2-fluoro-5-methoxybenzoic acid (Intermediate 183; 0.75 g, 4.07 mmol), HATU (1.70 g, 4.48 mmol) and DIPEA (2.1 mL, 12.21 mmol) were stirred together in DMF (10 mL) for 25 mins. N-(2-aminoethyl)pyrrolidine (Aldrich; 0.51 g, 4.48 mmol) in DMF (2 mL) was added and the solution stirred at ambient temp for 2 hours.

Sources & evidence

ORD record
ord-fa7fdfef7c0343e8b60679afde4dfa83
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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