Isobutylamine → HCID 69893724, compound

HRID 2417384Notes

Reaction equation

HRID 2417384 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH:9]([C:14]1[CH:19]=[C:18]([O:20][CH3:21])[C:17]([OH:22])=[CH:16][C:15]=1[C:23]1[CH:28]=[CH:27][C:26]([C:29]([OH:31])=O)=[CH:25][CH:24]=1)[CH:8]1[CH2:32][C:33]3[C:38]([CH:7]21)=[CH:37][CH:36]=[CH:35][CH:34]=3)(=[NH:3])[NH2:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.[CH2:72]([NH2:76])[CH:73]([CH3:75])[CH3:74]>CN(C=O)C>[CH2:72]([NH:76][C:29]([C:26]1[CH:25]=[CH:24][C:23]([C:15]2[CH:16]=[C:17]([OH:22])[C:18]([O:20][CH3:21])=[CH:19][C:14]=2[CH:9]2[CH:8]3[CH2:32][C:33]4[C:38]([CH:7]3[C:6]3[C:11](=[CH:12][CH:13]=[C:4]([C:1](=[NH:3])[NH2:2])[CH:5]=3)[NH:10]2)=[CH:37][CH:36]=[CH:35][CH:34]=4)=[CH:28][CH:27]=1)=[O:31])[CH:73]([CH3:75])[CH3:74]

Participants

6

Reactant 4

HCID 6558IsobutylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 22633242HCID 22633242, compound

Product 1

HCID 69893724HCID 69893724, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(0.1 mmol; 50.5 mg) of 2′-(2-Carbamimidoyl-5,6a,7,11b-tetrahydro-6H-indeno[2,1-c]quinolin-6-yl)-5′-hydroxy-4′-methoxy-biphenyl-4-carboxylic acid was dissolved in 4 mL of DMF followed by the addition of HATU (0.3 mmol; 114 mg), N,N-diisoproplyethylamine (0.6 mmol; 0.1 mL) and isobutylamine (0.6 mmol; 0.6 ml). The reaction was stirred at room temperature for 18 hours, filtered and purified by LC/MS prep system to give 2′-(2-Carbamimidoyl-5,6a,7,11b-tetrahydro-6H-indeno[2,1-c]quinolin-6-yl)-5′-hydroxy-4′-methoxy-biphenyl-4-carboxylic acid isobutyl-amide. Mass spectrum: 561 (M+1).

Workup

  1. filtrationfiltered
  2. custompurified by LC/MS prep system

Sources & evidence

ORD record
ord-1a35d1ace67249baab39253b0d344409
Source dataset
uspto-grants-2004_11
Patent number
US06825208B2

Reaction notes

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