Hydrochloric Acid → HCID 136366847, compound

HRID 2062217Notes

Reaction equation

HRID 2062217 reaction equation
[OH:1][C@@H:2]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[C:20]3[C:15](=[CH:16][C:17]([CH3:21])=[CH:18][CH:19]=3)[N:14]=[C:13]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[OH:28])[N:12]=2)[CH2:7][CH2:6]1)=[O:4].[ClH:33].CCOCC>C(Cl)Cl>[ClH:33].[OH:1][C@@H:2]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[C:20]3[C:15](=[CH:16][C:17]([CH3:21])=[CH:18][CH:19]=3)[N:14]=[C:13]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[OH:28])[N:12]=2)[CH2:7][CH2:6]1)=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 136121387HCID 136121387, compound

Product 1

HCID 136366847HCID 136366847, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-2-hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-methylpentan-1-one (90 mg, 0.20 mmol) was dissolved in 1 mL CH2Cl2 and treated with 1 equivalent of 2.0 M HCl in ether (100 μL, 0.20 mmol). The formed precipitate was filtered and vacuum dried to obtain (S)-2-hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-methylpentan-1-one hydrochloride. LC/MS: m/z 435.5 (M+H)+ at 2.62 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)). 1H NMR (400 MHz, DMSO-d6) δ 8.27 (d, J=6.8 Hz, 1H), 8.09 (d, J=8.6 Hz, 1H), 7.78 (s, 1H), 7.50-7.45 (m, 2H), 7.09 (d, J=8.2 Hz, 1H), 7.03-6.99 (m, 1H), 4.39-4.35 (m, 1H), 4.16-3.68 (m, 8H), 2.54 (s, 3H), 1.84-1.72 (m, 1H), 1.49-1.35 (m, 2H), 0.93 (d, J=2.8 Hz, 6H).

Workup

  1. filtrationThe formed precipitate was filtered
  2. customvacuum dried

Sources & evidence

ORD record
ord-54266a351dda4e65b7c60429fb51c1fc
Source dataset
uspto-grants-2012_10
Patent number
US08283354B2

Reaction notes

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