HCID 90396916, compound → HCID 178473056, compound

HRID 717322Notes

Reaction equation

HRID 717322 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH:5]=[CH:4][C:3]=1[NH:13][C:14](=O)[C@@:15]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)([OH:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)(=O)C>[F:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][C@@:15]([OH:21])([C:14]2[NH:13][C:3]3[CH:4]=[CH:5][C:6]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[CH:7][C:2]=3[N:1]=2)[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:24][CH:25]=1

Participants

3

Reactant 1

HCID 90396916HCID 90396916, compound

Product 1

HCID 178473056HCID 178473056, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
75 °C

Procedure

(R)-ethyl 3-(2-amino-4-(methylsulfonamido)phenylamino)-2-(4-fluorobenzyl)-2-hydroxy-3-oxopropanoate (600 mg, 1.5 mmol) was dissolved in 3 mL of acetic acid and heated at 75° C. for 2 h. The mixture was then concentrated and purified by Combiflash (silica gel column, 8-35% ethyl acetate in hexane) to give the title product.

Workup

  1. concentrationThe mixture was then concentrated
  2. custompurified by Combiflash (silica gel column, 8-35% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-015e85033701487c81e8e56d542aa8ac
Source dataset
uspto-grants-2015_11
Patent number
US09193717B2

Reaction notes

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