(3s)-1-{(2s)-2-Cyclohexyl-2-[(N-Methyl-L-Alanyl)amino]acetyl}-3-Methyl-N-(2-Pyrimidin-2-Ylphenyl)-L-Prolinamide → Piperazine, 1-cycloheptyl-4-(1,2-diphenylethyl)-

HRID 366979Notes

Reaction equation

HRID 366979 reaction equation
C[C@H](NC)C(N[C@H:6]([C:13]([N:15]1[C@H:19]([C:20]([NH:22][C:23]2[C:28]([C:29]3N=CC=CN=3)=[CH:27][CH:26]=[CH:25][CH:24]=2)=O)C[CH2:17][CH2:16]1)=O)[CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=O.C[C@@H]1[C@@H](C(N[C:46]2[C:51](C3N=CC=CN=3)=[CH:50][CH:49]=[CH:48][CH:47]=2)=O)N(C([C@@H](NC([C@@H](NC)C)=O)C2CCCCC2)=O)CC1.[CH3:74][C:75]([O:77][CH2:78][C@H:79]([C@H:103]([OH:114])[CH2:104][C@@H:105]([O:110][C:111]([CH3:113])=[O:112])[C:106]([OH:109])([CH3:108])[CH3:107])[C@@H:80]1[C@@:84]2([CH3:101])[CH2:85][CH2:86][C:87]3[C@@:92]4([CH3:100])[CH2:93][CH2:94][C@H:95]([OH:99])[C:96]([CH3:98])([CH3:97])[C@@H:91]4[CH2:90][CH2:89][C:88]=3[C@:83]2([CH3:102])[CH2:82][CH2:81]1)=[O:76]>>[CH3:74][C:75]([O:77][CH2:78][C@H:79]([C@H:103]([OH:114])[CH2:104][C@@H:105]([O:110][C:111]([CH3:113])=[O:112])[C:106]([OH:109])([CH3:108])[CH3:107])[C@@H:80]1[C@@:84]2([CH3:101])[CH2:85][CH2:86][C:87]3[C@@:92]4([CH3:100])[CH2:93][CH2:94][C@H:95]([OH:99])[C:96]([CH3:97])([CH3:98])[C@@H:91]4[CH2:90][CH2:89][C:88]=3[C@:83]2([CH3:102])[CH2:82][CH2:81]1)=[O:76].[CH2:26]1[CH2:25][CH2:24][CH:23]([N:22]2[CH2:17][CH2:16][N:15]([CH:13]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)[CH2:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:19][CH2:20]2)[CH2:28][CH2:29][CH2:27]1

Participants

5

Reactant 3

HCID 42609700(3s)-1-{(2s)-2-Cyclohexyl-2-[(N-Methyl-L-Alanyl)amino]acetyl}-3-Methyl-N-(2-Pyrimidin-2-Ylphenyl)-L-ProlinamideHCID 44237041(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-(2-pyrimidin-2-ylphenyl)pyrrolidine-2-carboxamideHCID 71623221Terresterol

Product 2

HCID 12263803Piperazine, 1-cycloheptyl-4-(1,2-diphenylethyl)-HCID 71623221Terresterol

Procedure

Dispersion 3 containing comparison solvents CS-2 and CS-3 and comparison stabilizer CST-1 has a high number of crystals. Use of the solvent of the invention with CST-1 reduces the number of crystals, as in Dispersion 4, but further improvement is achieved through the use of the solvent of the invention S-1 combined with stabilizer of the invention ST-1 as in Dispersions 5, 6, 7, and 9. The use of solvent S-3 with ST-1 and IC-7 also provided a dispersion with low crystals, as in Dispersion 10. The combination of the coupler of the invention and the solvent of the invention also provided a low crystal dispersion, as in Dispersion 9.

Sources & evidence

ORD record
ord-6a448fbdb4724f7da7ef2e783ca13cb8
Source dataset
uspto-grants-2000_10
Patent number
US06132947

Reaction notes

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