Diisopropylethylamine → HCID 59655142, compound

HRID 2054078Notes

Reaction equation

HRID 2054078 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH:11]([CH2:15][CH:16]=[CH2:17])[C:12]([OH:14])=O)=[CH:5]2.[CH3:18][C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][C:25]=1[C:26]([N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1)=[O:27])[NH2:22].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH:11]([CH2:15][CH:16]=[CH2:17])[C:12]([NH:22][C:21]1[CH:23]=[CH:24][C:25]([C:26]([N:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)=[O:27])=[C:19]([CH3:18])[CH:20]=1)=[O:14])=[CH:5]2

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 11367715HCID 11367715, compoundHCID 69312550HCID 69312550, compound

Product 1

HCID 59655142HCID 59655142, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared by saponification of ethyl rac.-2-(1-tert-butoxycarbonyl-1H-5-chloroindol-2-yl)pent-4-enoate to rac.-2-(5-chloro-1H-indol-2-yl)pent-4-enoic acid analogously to Example 1f and subsequent amide coupling analogously to Example 1g with 3-methyl-4-(pyrrolidin-1-ylcarbonyl)aniline, TBTU, diisopropylethylamine in tetrahydrofuran. C25H26ClN3O2 (435.96); mass spectrum: (M+H)+=435.

Workup

  1. customPrepared by saponification of ethyl rac

Sources & evidence

ORD record
ord-312f86f876664ab0882ef5d2d630f18f
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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