(R)-7-cyano-2,3,4,5-tetrahydro-1-[(((1,1-dimethylethoxy)-carbonyl)-1H-imidazol-4-yl)methyl]-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine → 2,3,4,5-Tetrahydro-1-(1H-imidazol-4-ylmethyl)-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine-7-carbonitrile, monohydrochloride

HRID 849413Notes

Reaction equation

HRID 849413 reaction equation
[ClH:1].Cl.Cl.N1C=C(CN2C3C=CC(C4C=NC=CC=4)=CC=3CN(C(=O)C(F)(F)F)C(CC3C=CC=CC=3)C2)N=C1.Cl.BrC1C=CC2N(CC3N=CNC=3)C[C@@H](CC3C=CC=CC=3)N(S(C)(=O)=O)CC=2C=1.[C:70]([C:72]1[CH:73]=[CH:74][C:75]2[N:81]([CH2:82][C:83]3[N:84]=[CH:85][N:86](C(OC(C)(C)C)=O)[CH:87]=3)[CH2:80][C@@H:79]([CH2:95][C:96]3[CH:101]=[CH:100][CH:99]=[CH:98][CH:97]=3)[N:78]([S:102]([CH3:105])(=[O:104])=[O:103])[CH2:77][C:76]=2[CH:106]=1)#[N:71]>>[ClH:1].[NH:86]1[CH:87]=[C:83]([CH2:82][N:81]2[C:75]3[CH:74]=[CH:73][C:72]([C:70]#[N:71])=[CH:106][C:76]=3[CH2:77][N:78]([S:102]([CH3:105])(=[O:103])=[O:104])[CH:79]([CH2:95][C:96]3[CH:97]=[CH:98][CH:99]=[CH:100][CH:101]=3)[CH2:80]2)[N:84]=[CH:85]1

Participants

4

Reactant 3

HCID 69841490(R)-7-cyano-2,3,4,5-tetrahydro-1-[(((1,1-dimethylethoxy)-carbonyl)-1H-imidazol-4-yl)methyl]-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepineHCID 178478619HCID 178478619, compound2×HCID 178504910(R)-7-Bromo-2,3,4,5-tetrahydro-1-(1H-imidazol-4-ylmethyl)-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine, hydrochloride

Product 1

HCID 1785049212,3,4,5-Tetrahydro-1-(1H-imidazol-4-ylmethyl)-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine-7-carbonitrile, monohydrochloride

Procedure

Example 320 was prepared as a yellow solid from Compound B of Example 75 as described in the following sequence: Compound C of Example 224, Compound A of Example 225, and Compound B of Example 225.

Sources & evidence

ORD record
ord-1c17b2290ce3489a958d38ddfa0f3709
Source dataset
uspto-grants-2000_01
Patent number
US06011029

Reaction notes

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