2,4,6-Trimethylpyridine → HCID 178476321, compound

HRID 1883489Notes

Reaction equation

HRID 1883489 reaction equation
C(C1C=CC(CC(C2CCCCC2)C(N[C@@H:15]([CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[C:16]([NH:18][C@@H:19]([CH2:23][CH2:24][CH2:25][NH:26][C:27]([NH2:29])=[NH:28])[C:20]([NH2:22])=[O:21])=[O:17])=O)=CC=1)(=N)N.C(C1C=CC([CH2:51][CH:52]([CH:66]2[CH2:71][CH2:70][CH2:69][CH2:68][CH2:67]2)[C:53]([NH:55][C@@H:56]([CH:60]2[CH2:65][CH2:64][CH2:63][CH2:62]C2)[C:57]([OH:59])=[O:58])=[O:54])=CC=1)(=N)N.Cl.Cl.N[C@@H](CCC[NH:82][C:83](N)=[NH:84])C(N)=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.N1C(C)=CC(C)=CC=1C>CN(C)C=O>[C:57]([OH:59])(=[O:58])[CH3:56].[C:83]([C:64]1[CH:65]=[CH:60][C:56]([N:55]([C:53](=[O:54])[CH:52]([CH:66]2[CH2:67][CH2:68][CH2:69][CH2:70][CH2:71]2)[CH3:51])[CH:34]2[CH2:33][CH2:32][CH2:31][CH:30]([CH2:15][C:16]([NH:18][C@@H:19]([CH2:23][CH2:24][CH2:25][NH:26][C:27]([NH2:29])=[NH:28])[C:20]([NH2:22])=[O:21])=[O:17])[CH2:35]2)=[CH:62][CH:63]=1)(=[NH:82])[NH2:84]

Participants

7

Reactant 5

HCID 79532,4,6-TrimethylpyridineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 54143502HCID 54143502, compoundHCID 178478814HCID 178478814, compoundHCID 178512892HCID 178512892, compound

Product 1

HCID 178476321HCID 178476321, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(S)-{2-(S)-[3-(4-Carbamimidoyl-phenyl)-2-cyclohexyl-propionylamino]-2-cyclohexyl-acetylamino}-5-guanidino-pentanoic acid amide acid salt, less polar diastereomer, was prepared from (S)-[3-(4-carbamimidoyl-phenyl)-2-cyclohexyl-propionylamino]-cyclohexyl-acetic acid (less polar diastereomer, example 1 h), 2-(S)-amino-5-guanidino-pentanoic acid amide dihydrochloride. HATU, and collidine in dimethylformamide as described in example 3 to yield 46% of the desired product. MS m/z: 569.5 (M+H)+, 285.4 (M+2H)2+.

Sources & evidence

ORD record
ord-356e268924e042e7bcb9d7a5c2be6f1a
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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