Triethylamine → HCID 58386721, compound

HRID 74669Notes

Reaction equation

HRID 74669 reaction equation
[O:1]=[C:2]1[C:11]([CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[N:23]=[CH:22][N:21]=[C:20]([C:24](O)=[O:25])[CH:19]=3)[CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.C([N:29]([CH2:32][CH3:33])[CH2:30][CH3:31])C.CN(C(ON1N=N[C:44]2[CH:45]=[CH:46]C=C[C:43]1=2)=[N+](C)C)C.[B-](F)(F)(F)[F:52]>CN(C=O)C>[F:52][C:44]1[CH:45]=[C:46]2[C:30](=[CH:31][CH:43]=1)[N:29]([C:24]([C:20]1[N:21]=[CH:22][N:23]=[C:18]([N:15]3[CH2:16][CH2:17][CH:12]([C:11]4[C:2](=[O:1])[NH:3][C:4]5[C:9]([CH:10]=4)=[CH:8][CH:7]=[CH:6][CH:5]=5)[CH2:13][CH2:14]3)[CH:19]=1)=[O:25])[CH2:32][CH2:33]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 58386504HCID 58386504, compound

Product 1

HCID 58386721HCID 58386721, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Analogously to 3-{1-[6-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1H-quinolin-2-one the following compounds were prepared from in each case 0.23 mmol 6-[4-(2-oxo-1,2-dihydro-quinolin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylic acid, 2.2 to 3.1 eq triethylamine, 1.2 eq TBTU and 1.1 equivalents of the respective amine in 3 mL DMF:

Sources & evidence

ORD record
ord-3730087a55544cbeb6572c94ce88e050
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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