Nicotinic Acid → HCID 178452695, compound

HRID 2235473Notes

Reaction equation

HRID 2235473 reaction equation
[C:1]([OH:9])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[C:41]([O:45][C:46](=[O:71])[NH:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[CH2:54][N:55]1[C:63]2[CH:62]=[C:61]3[NH:64][C:65]([NH2:67])=[N:66][C:60]3=[CH:59][C:58]=2[C:57]([CH3:69])([CH3:68])[C:56]1=[O:70])([CH3:44])([CH3:43])[CH3:42]>CN(C)C=O>[C:41]([O:45][C:46](=[O:71])[NH:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[CH2:54][N:55]1[C:63]2[CH:62]=[C:61]3[NH:64][C:65]([NH:67][C:1]([C:2]4[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=4)=[O:9])=[N:66][C:60]3=[CH:59][C:58]=2[C:57]([CH3:69])([CH3:68])[C:56]1=[O:70])([CH3:44])([CH3:42])[CH3:43]

Participants

6

Reactant 4

HCID 938Nicotinic AcidHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178452696HCID 178452696, compound

Product 1

HCID 178452695HCID 178452695, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of nicotinic acid (11.8 mg; 0.09 mmol), TBTU (28.1 mg; 0.09 mmol) and DIPEA (33 μl) in N,N-dimethylformamide (600 μl) is stirred at RT for 5 min. Afterwards D18 (26.5 mg) is added and the mixture is stirred at RT for 18 h. After evaporation of the solvent the crude material is used without further purification.

Workup

  1. customAfter evaporation of the solvent the crude material
  2. customis used without further purification

Sources & evidence

ORD record
ord-600d2d193dac4653a95569d61b2e8810
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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