Potassium Carbonate → HCID 135884575, compound

HRID 74676Notes

Reaction equation

HRID 74676 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[NH:13][C:12](=[O:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1.CCN(C(C)C)C(C)C.[CH3:24][O:25][C:26]1[CH:27]=[CH:28][C:29]2[NH:35][C:34](=[O:36])[N:33]([CH:37]3[CH2:42][CH2:41][N:40]([C:43]4[N:48]=[CH:47][N:46]=[C:45]([C:49](O)=[O:50])[CH:44]=4)[CH2:39][CH2:38]3)[CH2:32][CH2:31][C:30]=2[CH:52]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][N:2]([CH2:3][C:4]1[NH:13][C:12](=[O:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1)[C:49]([C:45]1[CH:44]=[C:43]([N:40]2[CH2:41][CH2:42][CH:37]([N:33]3[CH2:32][CH2:31][C:30]4[CH:52]=[C:26]([O:25][CH3:24])[CH:27]=[CH:28][C:29]=4[NH:35][C:34]3=[O:36])[CH2:38][CH2:39]2)[N:48]=[CH:47][N:46]=1)=[O:50]

Participants

7

Reactant 5

HCID 11430Potassium CarbonateHCID 81531Diisopropylethylamine2×HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 583866166-[4-(7-Methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]pyrimidine-4-carboxylic acidHCID 1354276192-[(Methylamino)methyl]quinazolin-4(1H)-one

Product 1

HCID 135884575HCID 135884575, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

2.3 mg (12 μmol) 2-methylaminomethyl-3H-quinazolin-4-one and 1.6 mg (12 μmol) DIPEA were placed in 350 μL DMF. 4.0 mg (10 μmol) of 6-[4-(7-methoxy-2-oxo-1,2,4,5-tetra-hydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylic acid and 1.3 mg (10 μmol) DIPEA in 100 μL DMF were activated with 3.5 mg (11 μmol) TBTU in 50 μL DMF and then added dropwise. The reaction mixture was stirred overnight. 15 μL of an aqueous 2M potassium carbonate solution were added and the mixture was stirred for a further hour. The precipitate formed was allowed to settle and the supernatant solution was pipetted off and concentrated to dryness by rotary evaporation.

Workup

  1. additionadded dropwise
  2. stirringthe mixture was stirred for a further hour
  3. customThe precipitate formed
  4. concentrationconcentrated to dryness by rotary evaporation

Sources & evidence

ORD record
ord-5622097e9d7c46b4ab67a0babb637198
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

Loading…