Diisopropylethylamine → HCID 68680808, compound

HRID 1820361Notes

Reaction equation

HRID 1820361 reaction equation
Cl.[CH3:2][N:3]([CH3:23])[CH:4]1[CH2:8][CH2:7][N:6]([C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([C:20](O)=[O:21])=[CH:14]3)=[O:10])[CH2:5]1.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[F:46][C:47]1([F:53])[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[F:46][C:47]1([F:53])[CH2:52][CH2:51][N:50]([C:20]([C:15]2[NH:16][C:17]3[C:13]([CH:14]=2)=[CH:12][C:11]([C:9]([N:6]2[CH2:7][CH2:8][CH:4]([N:3]([CH3:23])[CH3:2])[CH2:5]2)=[O:10])=[CH:19][CH:18]=3)=[O:21])[CH2:49][CH2:48]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27583524,4-DifluoropiperidineHCID 68682468HCID 68682468, compound

Product 1

HCID 68680808HCID 68680808, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was synthesized in analogy to example 1, from (RS)-5-(3-dimethylamino-pyrrolidine-1-carbonyl)-1H-indole-2-carboxylic acid hydrochloride, O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (commercially available), 4,4-difluoropiperidine (commercially available) and N,N-diisopropylethylamine in N,N-dimethylformamide, as a colorless solid (77%).

Sources & evidence

ORD record
ord-e25c480899cf4b0c9892711c7451e99b
Source dataset
uspto-grants-2009_10
Patent number
US07601711B2

Reaction notes

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