Hydrochloric Acid → HCID 86617823, compound

HRID 1453853Notes

Reaction equation

HRID 1453853 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[N:11][N:12]2[CH:17]([C:18](=[O:22])[CH:19]=[N+]=[N-])[CH2:16][N:15]([CH3:23])[C:14](=[O:24])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:30]>CCOCC.C(Cl)Cl>[CH2:1]([O:8][C:9]1[C:10]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[N:11][N:12]2[CH:17]([C:18](=[O:22])[CH2:19][Cl:30])[CH2:16][N:15]([CH3:23])[C:14](=[O:24])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86617821HCID 86617821, compound

Product 1

HCID 86617823HCID 86617823, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 3-benzyloxy-7-diazoacetyl-5-methyl-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate (90 mg, 0.226 mmol) in Et2O (5 mL) and anhydrous CH2Cl2 (5 mL) was added 1.0M HCl in Et2O (272 μL, 0.272 mmol). The reaction was stirred at room temperature for 15 minutes, and the solvent was removed in vacuo to afford the title product as a yellow solid. 1H NMR (400 MHz, d6-DMSO) δ 7.49-7.48 (m, 2H), 7.39-7.30 (m, 3H), 7.12 (br s, 1H), 6.03 (s, 1H), 5.57 (s, 1H), 5.22 (dd, J=11.4, 26.0 Hz, 2H), 4.28-4.24 (m, 2H), 4.09 (dd, J=4.6, 13.4 Hz, 1H), 3.88 (dd, J=4.6, 13.4 Hz, 1H), 2.98 (s, 3H), 1.26 (t, J=7.2, 3H); ES MS (M+Na)=428.

Workup

  1. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-dba67e683cc44dd989cf70eaaed3fcd4
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

Loading…