Diisopropylethylamine → HCID 49801673, compound

HRID 1640294Notes

Reaction equation

HRID 1640294 reaction equation
Cl.[O:2]=[C:3]1[NH:11][C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[C:4]21[CH2:19][C:18]1[C:13](=[CH:14][CH:15]=[C:16]([NH:20][C:21]3[N:26]=[CH:25][N:24]=[C:23]([C:27]([OH:29])=O)[CH:22]=3)[CH:17]=1)[CH2:12]2.[N+:30]([C:33]1C=CC=C2[C:34]=1[CH:35]=CN2)([O-:32])=[O:31].CC[N:44]([CH:48]([CH3:50])C)[CH:45]([CH3:47])[CH3:46].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C.O.CO>[N+:30]([C:33]1[CH:46]=[C:45]2[C:47]([CH2:50][CH2:48][N:44]2[C:27]([C:23]2[N:24]=[CH:25][N:26]=[C:21]([NH:20][C:16]3[CH:17]=[C:18]4[C:13](=[CH:14][CH:15]=3)[CH2:12][C:4]3([C:5]5[C:6](=[N:7][CH:8]=[CH:9][CH:10]=5)[NH:11][C:3]3=[O:2])[CH2:19]4)[CH:22]=2)=[O:29])=[CH:35][CH:34]=1)([O-:32])=[O:31]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 1457664-Nitro-1H-indoleHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 667221856-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl-amino)pyrimidine-4-carboxylic acid-hydrochloride

Product 1

HCID 49801673HCID 49801673, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

150 mg (0.37 mmol) 6-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylic acid-hydrochloride, 60 mg (0.37 mmol) 4-nitroindole, 0.15 mL (0.87 mmol) DIPEA and 130 mg (0.41 mmol) TBTU in 1.8 mL DMF were stirred overnight at RT. Then the reaction mixture was diluted with water/MeOH, the precipitate formed was suction filtered and washed with plenty of water. The precipitate was dried.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. washwashed with plenty of water
  4. customThe precipitate was dried

Sources & evidence

ORD record
ord-3b6008ff7b8f414189cda7cf6a50b371
Source dataset
uspto-grants-2012_02
Patent number
US08110575B2

Reaction notes

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