Hydrochloric Acid → HCID 136480961, compound

HRID 57716Notes

Reaction equation

HRID 57716 reaction equation
C(OC([N:8]1[CH2:12][CH:11]([C:13]2[NH:18][C:17](=[O:19])[C:16]3=[CH:20][N:21]=[C:22]([CH:23]4[CH2:28][CH2:27][O:26][CH2:25][CH2:24]4)[N:15]3[N:14]=2)[CH:10]([CH3:29])[CH2:9]1)=O)(C)(C)C.[ClH:30]>C(Cl)Cl.C(OCC)C>[ClH:30].[CH3:29][CH:10]1[CH2:9][NH:8][CH2:12][CH:11]1[C:13]1[NH:18][C:17](=[O:19])[C:16]2=[CH:20][N:21]=[C:22]([CH:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[N:15]2[N:14]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 136592901HCID 136592901, compound

Product 1

HCID 136480961HCID 136480961, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 8 (130 mg, 0.32 mmol) in CH2Cl2 (10 mL) was added a saturated solution of HCl in diethylether (20 mL). The resulting mixture was stirred at room temperature for 2 hours. The reaction was concentrated in vacuo to dryness to afford compound 9 (110 mg, 100% yield). LC-MS (free base): m/z 304.37 [M+1]+. 1H NMR (400 MHz, D2O-d2): δ 8.02 (s, 1H), 3.98˜3.95 (dd, J=2.8, 8.8 Hz, 2H), 3.64˜3.60 (m, 3H), 3.56˜3.50 (m, 3H), 3.15˜3.09 (m, 1H), 3.01˜2.96 (m, 1H), 2.72˜2.67 (m, 1H), 1.92˜1.87 (m, 4H), 1.09 (d, J=6.8 Hz, 3H).

Workup

  1. concentrationThe reaction was concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-f72a6b5f884244e28aaf15081c44eb29
Source dataset
uspto-grants-2016_09
Patent number
US09434733B2

Reaction notes

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