HCID 57500346, compound → HCID 57500347, compound

HRID 2273529Notes

Reaction equation

HRID 2273529 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]([C:14]2[N:22]3[C:17]([C:18]([O:23][CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])=[CH:19][CH:20]=[CH:21]3)=[C:16]([O:32][CH3:33])[C:15]=2[CH3:34])=[O:13])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]>FC(F)(F)C(O)=O.ClCCl.C(OCC)C>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]([C:14]2[N:22]3[C:17]([C:18]([O:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:19][CH:20]=[CH:21]3)=[C:16]([O:32][CH3:33])[C:15]=2[CH3:34])=[O:13])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 1

HCID 57500346HCID 57500346, compound

Product 1

HCID 57500347HCID 57500347, compoundYield 97%

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The solution of 0.68 g (1.45 mmol) of methyl 2-amino-5-{[8-(2-tert-butoxy-2-oxoethoxy)-1-methoxy-2-methylindolizin-3-yl]carbonyl}benzoate in 4.44 ml of trifluoroacetic acid and 7 ml of dichloromethane is stirred. After stirring at ambient temperature for 48 hours, the reaction medium is concentrated to dryness and the red solid obtained is taken up in ethyl ether. The solid in suspension is filtered and is dried at 50° C. under vacuum so as to obtain 0.58 g (95%) of an orange powder.

Workup

  1. concentrationthe reaction medium is concentrated to dryness
  2. customthe red solid obtained
  3. filtrationThe solid in suspension is filtered
  4. customis dried at 50° C. under vacuum so as

Sources & evidence

ORD record
ord-cc72d0ff85fe4f92b9ec813d147e7f3f
Source dataset
uspto-grants-2015_09
Patent number
US09120819B2

Reaction notes

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