HCID 69331787, compound → HCID 11590335, compound

HRID 2370932Notes

Reaction equation

HRID 2370932 reaction equation
C(OC([NH:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][C:16]([C:25]2[N:26]=[CH:27][N:28]([C:30]3[CH:35]=[CH:34][C:33]([NH:36][C:37]([NH:39][C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=4)=[O:38])=[CH:32][CH:31]=3)[CH:29]=2)(C(OC)=O)[C:17]([O:19]C)=[O:18])=[CH:11][CH:10]=1)=O)(C)(C)C>Cl.O>[NH2:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][CH:16]([C:25]2[N:26]=[CH:27][N:28]([C:30]3[CH:35]=[CH:34][C:33]([NH:36][C:37]([NH:39][C:40]4[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=4)=[O:38])=[CH:32][CH:31]=3)[CH:29]=2)[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 69331787HCID 69331787, compound

Product 1

HCID 11590335HCID 11590335, compoundYield 57.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

47 mg (75 μmol) of the compound from example 12g were heated in 4 ml of 50% concentrated hydrochloric acid to 100° C. After 1.5 h, the mixture was diluted with water, and the reaction mixture was freeze-dried. Preparative HPLC of the residue afforded 19 mg of the title compound as bistrifluoroacetate.

Workup

  1. customthe reaction mixture was freeze-dried

Sources & evidence

ORD record
ord-174a4644c682468a833e29368bb4a27e
Source dataset
uspto-grants-2014_04
Patent number
US08710232B2

Reaction notes

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