Fmoc-Gly-OH → 7-Aminonimetazepam

HRID 2188599Notes

Reaction equation

C(NCC(O)=O)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.NC1C=C([N+]([O-])=O)C=CC=1C(C1C=CC=CC=1)=O.[NH2:41][C:42]1[CH:61]=[CH:60][C:45]2[N:46]([CH3:59])[C:47](=[O:58])[CH:48](C)[N:49]=[C:50]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[C:44]=2[CH:43]=1>>[NH2:41][C:42]1[CH:61]=[CH:60][C:45]2[N:46]([CH3:59])[C:47](=[O:58])[CH2:48][N:49]=[C:50]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[C:44]=2[CH:43]=1

Participants

Reactant 3

HCID 93124Fmoc-Gly-OH

HCID 618041HCID 618041, compound

HCID 68441994HCID 68441994, compound

Product 1

HCID 232753397-Aminonimetazepam

Procedure

This compound was prepared from Fmoc-glycine and 2-amino-4-nitro-benzophenone using the same procedure used for the enantiomers of 7-amino-1,3-dimethyl-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one. Chemical and physical characteristics of the intermediate and final compounds are reported:

Sources & evidence

ORD record: ord-aa9f83a730a94bd3b1d4bad62f300f3c
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08324202B2

Reaction notes

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