HCID 18450227, compound → HCID 178512282, compound

HRID 1270999Notes

Reaction equation

HRID 1270999 reaction equation
[N:1]1([CH2:6][CH2:7][NH:8][C:9](=[O:36])[CH2:10][CH2:11][C@@H:12]([NH:20]C(NC2C=CC(C3C=CC=CC=3)=CC=2)=S)[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:37]([NH:39][C:40]([NH:42][C:43]1[CH:48]=[CH:47][C:46]([O:49][C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)=[CH:45][CH:44]=1)=S)#[N:38]>>[N:1]1([CH2:6][CH2:7][NH:8][C:9](=[O:36])[CH2:10][CH2:11][C@@H:12]([NH:20][C:40]([NH:42][C:43]2[CH:48]=[CH:47][C:46]([O:49][C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)=[CH:45][CH:44]=2)=[N:39][C:37]#[N:38])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 18450227HCID 18450227, compoundHCID 58843157HCID 58843157, compound

Product 1

HCID 178512282HCID 178512282, compound

Procedure

Prepared as in Example 1, step D, from [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester (Example 31, step A) and 1-cyano-3-(4-phenoxy-phenyl)-thiourea (Example 55, step B). MS (electrospray): mass calculated for C31H36N6O2, 524.29; m/z found, 525.3 [M+H]+. 1H NMR (400 MHz, CDCl3): 7.37–7.10 (m, 10H), 7.02 (d, J=7.9 Hz, 2H), 6.94 (d, J=8.7 Hz, 2H), 6.58 (br s, 1H), 4.21–4.08 (m, 1H), 3.39–3.30 (m, 2H), 2.85 (d, J=6.4 Hz, 2H), 2.58 (t, J=6.0 Hz, 2H), 2.53–2.49 (m, 4H), 2.41–2.30 (m, 1H), 2.25–2.18 (m, 1H), 1.84–1.73 (m, 6H).

Workup

  1. customPrepared as in Example 1, step D

Sources & evidence

ORD record
ord-b904315d802841a3b7fb82fbf53c4a94
Source dataset
uspto-grants-2007_04
Patent number
US07202269B2

Reaction notes

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