Potassium Carbonate → HCID 42612980, compound

HRID 74680Notes

Reaction equation

HRID 74680 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]([C:10]([N:12]2[C:20]3[C:15](=[CH:16][C:17]([F:21])=[CH:18][CH:19]=3)[CH2:14][CH2:13]2)=[O:11])[CH:3]=1.[CH3:22][O:23][C:24]1[CH:25]=[CH:26][C:27]2[NH:33][C:32](=[O:34])[N:31]([CH:35]3[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)[CH2:30][CH2:29][C:28]=2[CH:41]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:21][C:17]1[CH:16]=[C:15]2[C:20](=[CH:19][CH:18]=1)[N:12]([C:10]([C:4]1[N:5]=[CH:6][C:7]([C:8]#[N:9])=[C:2]([N:38]3[CH2:37][CH2:36][CH:35]([N:31]4[CH2:30][CH2:29][C:28]5[CH:41]=[C:24]([O:23][CH3:22])[CH:25]=[CH:26][C:27]=5[NH:33][C:32]4=[O:34])[CH2:40][CH2:39]3)[CH:3]=1)=[O:11])[CH2:13][CH2:14]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 58386674HCID 58386674, compound

Product 1

HCID 42612980HCID 42612980, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

150 mg (0.50 mmol) 4-chloro-6-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-nicotinonitrile, 137 mg (0.50 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one and 103 mg (0.75 mmol) potassium carbonate in 2 mL DMF were stirred for 10 h at 130° C. Then the reaction mixture was diluted with 4 mL DMF and the precipitate formed was suction filtered. The filtrate was purified by preparative HPLC-MS. The product-containing fractions were combined and freeze-dried.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. customThe filtrate was purified by preparative HPLC-MS
  4. customfreeze-dried

Sources & evidence

ORD record
ord-e2e600f1fb8c4cb1a42d0b186292d287
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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