Hydrochloric Acid → HCID 178433641, compound

HRID 2271114Notes

Reaction equation

HRID 2271114 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:21]4[C:22]([C:27](=[O:37])[N:28]([C:30]5[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=5)[N:29]=4)=[CH:23][NH:24][C:25]=3[CH3:26])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:38]>CO>[ClH:36].[ClH:38].[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([N:28]2[C:27](=[O:37])[C:22]3=[CH:23][NH:24][C:25]([CH3:26])=[C:20]([C:17]4[CH:16]=[CH:15][C:14]([N:11]5[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]5)=[CH:19][CH:18]=4)[C:21]3=[N:29]2)=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178433642HCID 178433642, compound

Product 1

HCID 178433641HCID 178433641, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the product of Example 42 (0.042 g, 0.08 mmol) was added a saturated solution of hydrogen chloride in methanol, and the resulting solution was allowed to age for 18 h. The solvent was then evaporated, and the residue was azeotroped with toluene. The residue was crystallised from methanol-ethyl acetate, and recrystallised from hot ethanol to afford the title compound as a yellow solid; 1H NMR (500 MHz, DMSO-d6) 67 12.47 (br s), 9.05 (br s), 8.52 (1H, s), 8.14 (2H, d, J 9.0 Hz), 7.43 (4H, m), 7.10 (2H, d, J8.8 Hz), 3.46 (4H, m), 3.26 (4H, m), 2.28 (3H, s); MS (ES+) m/z 420/422[MH]+.

Workup

  1. customThe solvent was then evaporated
  2. customthe residue was azeotroped with toluene
  3. customThe residue was crystallised from methanol-ethyl acetate
  4. customrecrystallised from hot ethanol

Sources & evidence

ORD record
ord-d9a64e90746d4ee48a9f6a544e1ca0e8
Source dataset
uspto-grants-2001_12
Patent number
US06333336B1

Reaction notes

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