Diisopropylethylamine → HCID 66620331, compound

HRID 2392416Notes

Reaction equation

COC(=O)NC(C(N1CCCC1C1NC(C2C3C(=CC=CC=3)C([Br:31])=CC=2)=CN=1)=O)C(C)C.C(N(C(C)C)CC)(C)C.COC(=O)NC(C(N1CC(C#N)CC1C1NC(C2C=CC3C(=CC=C([C:74]4[CH:79]=[CH:78][C:77]([C:80]5[NH:81][C:82]([CH:85]6[CH2:91][C:88]7([CH2:90][CH2:89]7)[CH2:87][N:86]6[C:92](=[O:105])[CH:93]([NH:100][C:101]([O:103][CH3:104])=[O:102])[CH2:94][CH2:95][S:96]([CH3:99])(=[O:98])=[O:97])=[N:83][CH:84]=5)=[CH:76][CH:75]=4)C=3)C=2)=CN=1)=O)C(C)C>>[CH3:104][O:103][C:101](=[O:102])[NH:100][CH:93]([C:92]([N:86]1[CH:85]([C:82]2[NH:81][C:80]([C:77]3[CH:76]=[CH:75][C:74]([Br:31])=[CH:79][CH:78]=3)=[CH:84][N:83]=2)[CH2:91][C:88]2([CH2:90][CH2:89]2)[CH2:87]1)=[O:105])[CH2:94][CH2:95][S:96]([CH3:99])(=[O:98])=[O:97]

Participants

Reactant 3

HCID 81531Diisopropylethylamine

HCID 66620068(1-{2-[5-(4-bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

HCID 72337946HCID 72337946, compound

Product 1

HCID 66620331HCID 66620331, compound

Procedure

Title compound was prepared according to the method employed to prepare (1-{2-[5-(4-Bromonaphthalen-1-yl)-1H-imidazol-2-yl]-pyrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester in Example CK, substituting N-methylmorpholine with five equivalents of diisopropylethylamine.(99%) Example FA: [1-(4-Cyano-2-{5-(6-(4-{2-[5-(4-methanesulfonyl-2-methoxycarbonylamino-butyryl)-5-aza-spiro[2,4]hept-6-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Sources & evidence

ORD record: ord-025e3d37c8f4459089264de3655abfa6
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273341B2

Reaction notes

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