Diisopropylethylamine → HCID 86742360, compound

HRID 35274Notes

Reaction equation

Cl.Cl.[CH3:3][N:4]([CH2:22][CH2:23][C:24]([NH2:26])=[NH:25])[C:5]([C:7]1[NH:8][CH:9]=[C:10]([N:12]([CH3:21])[C:13]([C:15]2[NH:16][CH:17]=[C:18]([NH2:20])[CH:19]=2)=[O:14])[CH:11]=1)=[O:6].C(N(C(C)C)CC)(C)C.[Cl:36]C1C=C(Cl)C(Cl)=CC=1[CH2:45][N:46]([N:50]=[O:51])[C:47](=O)[O-:48]>CN(C=O)C>[ClH:36].[CH3:3][N:4]([CH2:22][CH2:23][C:24]([NH2:26])=[NH:25])[C:5]([C:7]1[NH:8][CH:9]=[C:10]([N:12]([CH3:21])[C:13]([C:15]2[NH:16][CH:17]=[C:18]([NH:20][C:47]([N:46]([CH3:45])[N:50]=[O:51])=[O:48])[CH:19]=2)=[O:14])[CH:11]=1)=[O:6]

Participants

Conditions

Temperature: 0 °C

Procedure

To an ice-cooled solution of β-[N-methyl-4-(N-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]propionamidine dihydrochloride (0.404 g) in 5 ml of DMF and 320 mg of 2,4,5-trichlorophenyl-N-methyl-N-nitrosocarbamate [prepared according to J. Med. Chem. 25, 178 (1982)], a solution of diisopropylethylamine (0.164 ml) in 8 ml of DMF was added dropwise. The resulting solution was stirred 1 hour at 0° C. The reaction mixture was concentrated under vacuum and the residue was purified by column chromatography to yield 251 mg of β-[N-methyl-4-[N-methyl-4-(3 -methyl-3-nitrosoureido)pyrrole-2-carboxamido]pyrrole-2-carboxamido]propionamidine hydrochloride.

Workup

concentrationThe reaction mixture was concentrated under vacuum
customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-d2cd7f175f1c4ecc916506a7965483ea
Source dataset: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04766142

Reaction notes

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