Diisopropylethylamine → HCID 86625952, compound

HRID 1437728Notes

Reaction equation

HRID 1437728 reaction equation
Cl.[Cl:2][C:3]1[N:8]=[C:7]2[NH:9][C:10]([C:12]([OH:14])=O)=[CH:11][C:6]2=[CH:5][C:4]=1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]1.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[F:47][C:48]1([F:54])[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1.C(N(CC)C(C)C)(C)C>CN(C=O)C>[Cl:2][C:3]1[N:8]=[C:7]2[NH:9][C:10]([C:12]([N:51]3[CH2:52][CH2:53][C:48]([F:54])([F:47])[CH2:49][CH2:50]3)=[O:14])=[CH:11][C:6]2=[CH:5][C:4]=1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27583524,4-DifluoropiperidineHCID 86625953HCID 86625953, compound

Product 1

HCID 86625952HCID 86625952, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was synthesized in analogy to example 1 from 6-chloro-5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid hydrochloride, O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate, 4,4-difluoro-piperidine and N,N-diisopropylethylamine in DMF to give the desired product as a light yellow foam (40%).

Sources & evidence

ORD record
ord-e39a735aede943f1a016d23f10ce3dfc
Source dataset
uspto-grants-2009_11
Patent number
US07622466B2

Reaction notes

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