Methanesulfonic Acid → 849675-87-2

HRID 1430614Notes

Reaction equation

HRID 1430614 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][N:8]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]3[N:27]=[N:26][C:25]([C:28]4[CH:33]=[C:32]([O:34][CH3:35])[C:31]([O:36][CH3:37])=[CH:30][C:29]=4[NH:38][C:39]([C:41]4[O:42][C:43]5[C:48]([C:49](=[O:51])[CH:50]=4)=[CH:47][CH:46]=[CH:45][CH:44]=5)=[O:40])=[N:24]3)=[CH:19][CH:18]=1)[CH2:7][CH2:6]2.[CH3:52][S:53]([OH:56])(=[O:55])=[O:54]>C(Cl)(Cl)Cl.CO.C(OCC)(=O)C>[CH3:52][S:53]([OH:56])(=[O:55])=[O:54].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][N:8]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]3[N:27]=[N:26][C:25]([C:28]4[CH:33]=[C:32]([O:34][CH3:35])[C:31]([O:36][CH3:37])=[CH:30][C:29]=4[NH:38][C:39]([C:41]4[O:42][C:43]5[C:48]([C:49](=[O:51])[CH:50]=4)=[CH:47][CH:46]=[CH:45][CH:44]=5)=[O:40])=[N:24]3)=[CH:19][CH:18]=1)[CH2:7][CH2:6]2

Participants

6

Reactant 2

HCID 6395Methanesulfonic AcidHCID 11399764N-[2-[2-[4-[2-(3,4-Dihydro-6,7-dimethoxy-2(1H)-isoquinolinyl)ethyl]phenyl]-2H-tetrazol-5-yl]-4,5-dimethoxyphenyl]-4-oxo-4H-1-benzopyran-2-carboxamide

Product 1

HCID 76971350849675-87-2

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

N-(2-(2-(4-(2-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)ethyl)phenyl)-2H-tetrazol-5-yl)-4,5-dimethoxyphenyl)-4-oxo-4H-chromene-2-carboxamide (1.06 kg, 1.54 mol) obtained in Step 6 was dissolved in a mixed solution of 18.1 L of chloroform and 1.06 L of methanol, and the resulting mixture was filtered. Methanesulfonic acid (102 mL, 1.57 mol) in 300 mL of ethyl acetate was slowly added thereto for 30 minutes. 3.95 L of ethyl acetate was slowly added thereto for 1 hour, followed by stirring for 16 hours at room temperature. The resulting mixture was filtered, washed with 1 L of ethyl acetate, and dried with hot air at 40° C. in an oven.

Workup

  1. filtrationthe resulting mixture was filtered
  2. waitfor 1 hour
  3. filtrationThe resulting mixture was filtered
  4. washwashed with 1 L of ethyl acetate
  5. customdried with hot air at 40° C. in an oven

Sources & evidence

ORD record
ord-e8d851f72d0c4a1b98f0796f0c593162
Source dataset
uspto-grants-2015_01
Patent number
US08940908B2

Reaction notes

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