HCID 10282085, compound → HCID 10280085, compound

HRID 460420Notes

Reaction equation

HRID 460420 reaction equation
FC(F)OC1C=CC=CC=1CS(CC(NC(N1CCOCC1)=O)C(O)=O)(=O)=O.FC(F)O[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[CH2:38][S:39]([CH2:42][CH:43]([NH:60][C:61]([N:63]1[CH2:68][CH2:67][O:66][CH2:65][CH2:64]1)=[O:62])[C:44](=[O:59])[NH:45][C:46]([CH3:58])([CH3:57])[C:47](=[O:56])[C:48](=[O:55])[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)(=[O:41])=[O:40]>>[OH:56][CH:47]([C:48](=[O:55])[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)[C:46]([NH:45][C:44]([CH:43]([NH:60][C:61]([N:63]1[CH2:68][CH2:67][O:66][CH2:65][CH2:64]1)=[O:62])[CH2:42][S:39]([CH2:38][C:33]1[CH:32]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:41])=[O:40])=[O:59])([CH3:57])[CH3:58]

Participants

3

Reactant 2

HCID 10282085HCID 10282085, compoundHCID 18381707HCID 18381707, compound

Product 1

HCID 10280085HCID 10280085, compound

Procedure

By proceeding in a similar manner to Example 13 but using 3-(2-difluoromethoxy-phenylmethanesulfonyl)-2-[(morpholine-4-carbonyl)-amino]-propionic acid in step 3 there was prepared morpholine-4-carboxylic acid [2-(2-difluoromethoxy-phenylmethanesulfonyl)-1-(1,1-dimethyl-2,3-dioxo-3-phenyl-propylcarbamoyl)-ethyl]-amide. LC-MS: elution time=3.95 min. 593.4(M−1), 596.2(M+1). (MS: API 150EX. LC: HP Agilent 1100 Series. Column: Phenomenex, 5u ODS3 100A 100×3 mm.; Flow Rate: 2 ml/min. Two solvent gradient: Solvent A, 99% water, 1% acetonitrile, 0.1% AcOH. Solvent B, 99% actonitrile, 1% water, 0.1% AcOH. Gradient from 100% A, 0% B to 0% A, 100% B from t=0 to t=6 min. Then gradient back to 100% A, 0% B from t=7 to t=15 min.)

Workup

  1. washLC-MS: elution time=3.95 min
  2. customto t=6 min
  3. customto t=15 min.

Sources & evidence

ORD record
ord-b0e6397d3e6648f0904b9367acad1fc4
Source dataset
uspto-grants-2007_03
Patent number
US07196099B2

Reaction notes

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