HCID 11272398, compound → HCID 178512284, compound

HRID 1270998Notes

Reaction equation

Cl[C:2]1C=CC(OC2C=CC(NCC(N[C@@H](CC3C=CC=CC=3)C(NCCN3CCCC3)=O)=O)=CC=2)=CC=1.[Cl:38][C:39]1[CH:75]=[CH:74][C:42]([O:43][C:44]2[CH:49]=[CH:48][C:47]([N:50]=[C:51]([NH:71][C:72]#[N:73])[NH:52][CH:53]([C:65]3[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=3)[CH2:54][C:55]([NH:57][CH2:58][CH2:59][N:60]3[CH2:64][CH2:63][CH2:62][CH2:61]3)=[O:56])=[CH:46][CH:45]=2)=[CH:41][CH:40]=1>>[Cl:38][C:39]1[CH:40]=[CH:41][C:42]([O:43][C:44]2[CH:49]=[CH:48][C:47]([N:50]=[C:51]([NH:71][C:72]#[N:73])[NH:52][C@@H:53]([CH2:65][C:66]3[CH:2]=[CH:70][CH:69]=[CH:68][CH:67]=3)[CH2:54][C:55]([NH:57][CH2:58][CH2:59][N:60]3[CH2:64][CH2:63][CH2:62][CH2:61]3)=[O:56])=[CH:46][CH:45]=2)=[CH:74][CH:75]=1

Participants

Reactant 2

HCID 11272398HCID 11272398, compound

HCID 178512283HCID 178512283, compound

Product 1

HCID 178512284HCID 178512284, compound

Procedure

Prepared as in Example 8 from [(S)-1-benzyl-2-(2-pyrrolidin-1-yl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (Example 27, step A) and 1-[4-(4-chloro-phenoxy)-phenyl]-3-cyano-thiourea (Example 32, step A). MS (electrospray): mass calculated for C30H33ClN6O2, 544.24; m/z found, 545.2 [M+H]+. 1H NMR (400 MHz, CDCl3): 7.27–7.08 (m, 9H), 6.91 (t, J=9.4 Hz, 4H), 6.25 (br s, 1H), 4.35–4.26 (m, 1H), 3.35–3.28 (m, 1H), 3.25–3.17 (m, 1H), 2.99 (dd, J=13.5, 6.4 Hz, 1H), 2.7–2.68 (m, 1H), 2.52 (t, J=5.9 Hz, 2H), 2.49–2.41 (m, 4H), 2.41–2.35 (m, 1H), 2.26–2.18 (m, 1H), 1.74–1.69 (m, 6H).

Sources & evidence

ORD record: ord-c028c1d33967482995ff99314a74a567
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07202269B2

Reaction notes

Loading…