(R)-7-cyano-2,3,4,5-tetrahydro-4-(phenylacetyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine → 7-Bromo-2,3,4,5-tetrahydro-3-(hydroxymethyl)-1-(1H-imidazol-4-ylmethyl)-4-(methylsulfonyl)-1 H-1,4-benzodiazepine, monohydrochloride

HRID 849412Notes

Reaction equation

HRID 849412 reaction equation
C(C1C=CC2NC[C@@H](CC3C=CC=CC=3)N(C(=[O:28])CC3C=CC=CC=3)CC=2C=1)#N.[ClH:30].[Br:31][C:32]1[CH:33]=[CH:34][C:35]2[N:41]([CH2:42][C:43]3[N:44]=[CH:45][NH:46][CH:47]=3)[CH2:40][C@@H:39]([CH2:48]C3C=CC=CC=3)[N:38]([S:55]([CH3:58])(=[O:57])=[O:56])[CH2:37][C:36]=2[CH:59]=1>>[ClH:30].[Br:31][C:32]1[CH:33]=[CH:34][C:35]2[N:41]([CH2:42][C:43]3[N:44]=[CH:45][NH:46][CH:47]=3)[CH2:40][CH:39]([CH2:48][OH:28])[N:38]([S:55]([CH3:58])(=[O:57])=[O:56])[CH2:37][C:36]=2[CH:59]=1

Participants

3

Reactant 2

HCID 53636257(R)-7-cyano-2,3,4,5-tetrahydro-4-(phenylacetyl)-3-(phenylmethyl)-1H-1,4-benzodiazepineHCID 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 1785049097-Bromo-2,3,4,5-tetrahydro-3-(hydroxymethyl)-1-(1H-imidazol-4-ylmethyl)-4-(methylsulfonyl)-1 H-1,4-benzodiazepine, monohydrochlorideYield 12%

Procedure

Example 306 was prepared as an offwhite solid in 12% yield from Compound C of Example 305 as described for Compound D of Example 224.

Sources & evidence

ORD record
ord-cc0f531f74144ad99c25faa1ed4d7696
Source dataset
uspto-grants-2000_01
Patent number
US06011029

Reaction notes

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