Ethylamine → HCID 178465112, compound

HRID 2053862Notes

Reaction equation

HRID 2053862 reaction equation
[Cl:1][C:2]1[CH:33]=[CH:32][C:5]2[NH:6][C:7]([CH:9]([NH:15][C:16](=[O:31])[C:17]3[CH:22]=[CH:21][C:20]([C:23]([N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)=[O:24])=[C:19]([CH3:30])[CH:18]=3)[CH2:10][CH2:11][C:12](O)=[O:13])=[N:8][C:4]=2[CH:3]=1.CN(C(O[N:42]1N=N[C:44]2C=CC=C[C:43]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.C(N)C.ClCl>O1CCCC1.C(OCC)(=O)C.C(O)C>[Cl:1][C:2]1[CH:33]=[CH:32][C:5]2[NH:6][C:7]([CH:9]([NH:15][C:16](=[O:31])[C:17]3[CH:22]=[CH:21][C:20]([C:23]([N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)=[O:24])=[C:19]([CH3:30])[CH:18]=3)[CH2:10][CH2:11][C:12]([NH:42][CH2:43][CH3:44])=[O:13])=[N:8][C:4]=2[CH:3]=1

Participants

8

Reactant 5

HCID 6341EthylamineHCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178427081HCID 178427081, compound

Product 1

HCID 178465112HCID 178465112, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584252Ethanol ethylacetateSolvent

Procedure

Prepared analogously to Example 1g from rac.-N-[1-(5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonylpropyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide, TBTU, diisopropylethylamine, and ethylamine in tetrahydrofuran. Yield: 67%; Rf value: 0.24 (silica gel; ethyl acetate/ethanol=95:5); C26H30ClN5O3 (496.01); mass spectrum: (M+H)+=496/498 (chlorine isotope).

Sources & evidence

ORD record
ord-b98b5702f00f4ea1baacf31d8d0ac995
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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