Hydrochloric Acid → HCID 69587003, compound

HRID 1612402Notes

Reaction equation

HRID 1612402 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][C:16](=[O:32])[N:17]([CH3:31])[C@@H:18]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)(C)(C)C.[ClH:34]>CO.CCOCC>[ClH:34].[ClH:34].[NH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][C:16]([N:17]([CH3:31])[C@@H:18]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)=[O:32]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69587250HCID 69587250, compound

Product 1

HCID 69587003HCID 69587003, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a stirring solution of 7a in methanol (0.1 M) at 0° C. was added a solution of hydrochloric acid (5.5 eq) in ether (2.0 M). The reaction was stirred at room temperature overnight. The methanol was removed under reduced pressure and the resulting crystals were triturated with ether, filtered off and dried to afford a white solid. (99%) 1H NMR (400 MHz, DMSO-d6) δ 10.91 (br s, 1H), 8.21 (br s, 2H), 7.26-7.54 (m, 9H), 6.15 (m, 1H), 3.79-4.32 (m, 9H), 3.65 (m, 2H), 3.54 (m, 1H), 3.16 (m, 3H), 2.94 (s, 3H). Mass Spectral Analysis m/z=352.3 (M+H)+ tR=3.44 min (97%)

Workup

  1. customThe methanol was removed under reduced pressure
  2. customthe resulting crystals were triturated with ether
  3. filtrationfiltered off
  4. customdried
  5. customto afford a white solid

Sources & evidence

ORD record
ord-2107b95b46664027b0255d21e9590154
Source dataset
uspto-grants-2006_01
Patent number
US06992193B2

Reaction notes

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