Hydrochloric Acid → HCID 86683146, compound

HRID 920932Notes

Reaction equation

HRID 920932 reaction equation
[N:1]1[C:2]([CH2:10][CH2:11][N:12]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[NH:23][C@@H:24]3[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25]3)[CH:14]=[N:13]2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[ClH:36].C(OC(C)C)(C)C>C(Cl)Cl.C(O)(C)C>[ClH:36].[ClH:36].[N:1]1[C:2]([CH2:10][CH2:11][N:12]2[N:13]=[CH:14][C:15]3[C:20](=[C:19]([NH:23][C@@H:24]4[CH2:28][CH2:27][NH:26][CH2:25]4)[CH:18]=[CH:17][CH:16]=3)[C:21]2=[O:22])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 7914Diisopropyl Ether2×HCID 86683144HCID 86683144, compound

Product 1

HCID 86683146HCID 86683146, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolvent2×HCID 6344DichloromethaneSolvent

Procedure

A solution of (R)-tert-butyl 3-(3-(2-(imidazo[1,2-a]pyridin-2-yl)ethyl)-4-oxo-3,4-dihydrophthalazin-5-ylamino)pyrrolidine-1-carboxylate from Example 218 (52 mg, 0.110 mmol) in 20 mL of DCM was mixed with 1 mL of HCl containing isopropanol and the reaction mixture was stirred under nitrogen for 12 h at room temperature. The reaction mixture was mixed with diisopropyl ether and the supernatant was discharged. Then, the residue was dissolved in isopropanol and diisopropyl ether was added. The supernatant was discharged. The precipitate was dried to give 24 mg of a yellow salt as solid foam. LC-MS: m/e=357.2 (M+H)+

Workup

  1. customThe precipitate was dried

Sources & evidence

ORD record
ord-9a7eb7f8014f4d34b7aade20e8ee7388
Source dataset
uspto-grants-2016_03
Patent number
US09273068B2

Reaction notes

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