HCID 22235993, compound → HCID 22235841, compound

HRID 1744152Notes

Reaction equation

C(CNC([C@@H](NC1C=CC(C2C=CC(N3CCN(C(OC(C)(C)C)=O)CC3)=CC=2)=CC=1)CC(C)C)=O)#N.[C:38]([CH2:40][NH:41][C:42](=[O:75])[CH:43]([S:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:61]=[CH:60][C:59]([N:62]3[CH2:67][CH2:66][N:65](C(OC(C)(C)C)=O)[CH2:64][CH2:63]3)=[CH:58][CH:57]=2)=[CH:52][CH:51]=1)[CH2:44][C:45]1([CH3:48])[CH2:47][CH2:46]1)#[N:39]>>[C:38]([CH2:40][NH:41][C:42](=[O:75])[CH:43]([S:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:61]=[CH:60][C:59]([N:62]3[CH2:67][CH2:66][NH:65][CH2:64][CH2:63]3)=[CH:58][CH:57]=2)=[CH:52][CH:51]=1)[CH2:44][C:45]1([CH3:48])[CH2:47][CH2:46]1)#[N:39]

Participants

Reactant 2

HCID 22235993HCID 22235993, compound

HCID 86594552HCID 86594552, compound

Product 1

HCID 22235841HCID 22235841, compound

Procedure

Using the procedure described in Example 1 where tert-butyl 4-{4′-[((1S)-1-{[(cyanomethyl)amino]carbonyl}-3-methylbutyl)amino][1,1′-biphenyl]-4-yl}-1-piperazinecarboxylate is substituted for tert-butyl 4-[4′-({2-[(cyanomethyl)amino]-1-[(1-methylcyclopropyl)methyl]-2-oxoethyl}thio)-1,1′-biphenyl-4-yl]piperazine-1-carboxylate, N-(cyanomethyl)-3-(1-methylcyclopropyl)-2-[(4′-piperazin-1-yl-1,1′-biphenyl-4-yl)thio]propanamide was obtained after crystallization in EtOAc and hexane (1:2) as a beige solid. MS (+ESI): 435.2 [M+1]+.

Sources & evidence

ORD record: ord-3235293c1f7d4dda8cbb717a2ea12aa7
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07012075B2

Reaction notes

Loading…