Diisopropylethylamine → HCID 68681937, compound

HRID 1820550Notes

Reaction equation

HRID 1820550 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[NH:7][C:6]([C:12]([OH:14])=O)=[CH:5]2.[F:15][B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.F[CH:38]1[CH2:43][CH:42]([F:44])[CH2:41][CH2:40][NH:39]1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[NH:7][C:6]([C:12]([N:39]1[CH2:40][CH2:41][C:42]([F:44])([F:15])[CH2:43][CH2:38]1)=[O:14])=[CH:5]2

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 32929325-Bromo-7-chloro-1H-indole-2-carboxylic acidHCID 20444902HCID 20444902, compound

Product 1

HCID 68681937HCID 68681937, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was synthesized in analogy to example 1 from 5-bromo-7-chloro-1H-indole-2-carboxylic acid (commercially available), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (commercially available), 2,4-difluoro piperidine (commercially available) and N,N-diisopropylethylamine in N,N-dimethylformamide to give the desired product as a colorless foam (89%).

Sources & evidence

ORD record
ord-6cc00b251f8c46b09250790408203ee4
Source dataset
uspto-grants-2009_10
Patent number
US07601711B2

Reaction notes

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