Benzylamine → HCID 86701831, compound

HRID 1406015Notes

Reaction equation

HRID 1406015 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:14]=[C:13]3[C:15]4[C:16](=[C:20]([C:24]([OH:26])=O)[N:21](C)[N:22]=4)[CH2:17][CH2:18][CH2:19][C:12]3=[CH:11][N:10]=2)=[C:4]([O:27][CH3:28])[CH:3]=1.[K].[CH3:30]CN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH2:61]([NH2:68])[C:62]1[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1>CN(C=O)C.O>[CH2:61]([NH:68][C:24]([C:20]1[C:16]2[CH2:17][CH2:18][CH2:19][C:12]3[C:13](=[N:14][C:9]([NH:8][C:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=4[O:27][CH3:28])=[N:10][CH:11]=3)[C:15]=2[N:22]([CH3:30])[N:21]=1)=[O:26])[C:62]1[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1

Participants

7

Reactant 4

HCID 7504BenzylamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86701832HCID 86701832, compound

Product 1

HCID 86701831HCID 86701831, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A suspension of potassium 9-[(4-bromo-2-methoxyphenyl)amino]-2-methyl-2,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidine-3-carboxylic acid (0.050 g, 0.110 mmol) in anhydrous DMF (5.0 mL) was treated with DIPEA (0.056 mL, 0.033 mmol) and TBTU (0.065 g, 0.200 mmol). The mixture was then treated with benzylamine (0.015 mL, 0.011 mmol). The reaction was stirred at room temperature for 1 h. The reaction was diluted with water and the resulting precipitate was collected by filtration to afford the title compound (0.045 mg, 77% yield) as a pale yellow solid.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-5293b1e8ec34446da8119a2d1b17c9a3
Source dataset
uspto-grants-2014_12
Patent number
US08916577B2

Reaction notes

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