HCID 68628504, compound → HCID 49780997, compound

HRID 1408477Notes

Reaction equation

HRID 1408477 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][CH2:6][N:7]1[C:11]2[N:12]=[CH:13][N:14]=[C:15]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)[C:10]=2[CH:9]=[CH:8]1)C>C1COCC1.O>[F:27][C:24]([F:25])([F:26])[O:23][C:20]1[CH:19]=[CH:18][C:17]([NH:16][C:15]2[C:10]3[CH:9]=[CH:8][N:7]([CH2:6][CH2:5][C:4]([OH:28])=[O:3])[C:11]=3[N:12]=[CH:13][N:14]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 1

HCID 68628504HCID 68628504, compound

Product 1

HCID 49780997HCID 49780997, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3-[4-(4-Trifluoromethoxy-phenylamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-propionic acid ethyl ester (100 mg, 0.24 mmol) in 5 mL of THF:H2O (3:1)) was added CsCO3 (78 mg, 0.40 mmol). The mixture was heated at 80° C. and stirred for 2 h. The reaction mixture was concentrated and neutralized with acetic acid. The solid was filtered and dried to yield the tile compound as brown solid (67 mg, 77%). MS m/z 367.1 (M+1).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. filtrationThe solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-496bfa696e2f45068dd6f3b870262767
Source dataset
uspto-grants-2014_12
Patent number
US08921336B2

Reaction notes

Loading…