Hydrochloric Acid → HCID 68680640, compound

HRID 1820350Notes

Reaction equation

HRID 1820350 reaction equation
[CH:1]1([N:6]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[NH:19][C:18]([C:23](O)=[O:24])=[CH:17]4)=[O:13])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.F[B-](F)(F)F.[N:32]1(OC(N(C)C)=[N+](C)C)[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=2N=N1.N1CCCCCC1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[N:32]1([C:23]([C:18]2[NH:19][C:20]3[C:16]([CH:17]=2)=[CH:15][C:14]([C:12]([N:9]2[CH2:10][CH2:11][N:6]([CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5]4)[CH2:7][CH2:8]2)=[O:13])=[CH:22][CH:21]=3)=[O:24])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:35][CH2:36]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 8119AzepaneHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 68681770HCID 68681770, compound

Product 1

HCID 68680640HCID 68680640, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was synthesized in analogy to example 1, from 5-(4-cyclopentyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid 1:1 hydrochloride, O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (commercially available), azepane (commercially available) and N,N-diisopropylethylamine in N,N-dimethylformamide to give the desired product after purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile/water/formic acid.

Sources & evidence

ORD record
ord-c30a9513510b47a9a7a6c4bbd1417180
Source dataset
uspto-grants-2009_10
Patent number
US07601711B2

Reaction notes

Loading…