Dimethylformamide → HCID 59851175, compound

HRID 2373371Notes

Reaction equation

HRID 2373371 reaction equation
CN(C=O)C.C([O-])(O)=O.[Na+].[Cl:11][C:12]1[CH:13]=[CH:14][C:15]2[C:21](=O)[C:20](=[CH:23]N(C)C)[CH2:19][C:18](=[O:27])[N:17]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:16]=2[CH:34]=1.[NH:35]([C:39]1[CH:47]=[CH:46][C:42]([C:43]([OH:45])=[O:44])=[CH:41][CH:40]=1)[C:36]([NH2:38])=[NH:37]>CCO>[Cl:11][C:12]1[CH:13]=[CH:14][C:15]2[C:21]3[N:37]=[C:36]([NH:35][C:39]4[CH:47]=[CH:46][C:42]([C:43]([OH:45])=[O:44])=[CH:41][CH:40]=4)[N:38]=[CH:23][C:20]=3[CH2:19][C:18](=[O:27])[N:17]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:16]=2[CH:34]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 66934950HCID 66934950, compoundHCID 178512548HCID 178512548, compound

Product 1

HCID 59851175HCID 59851175, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to method I (DMF and NaHCO3 were used in place of EtOH and KCO3), 8-chloro-4-dimethylaminomethylene-1-phenyl-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (v-i) and 4-guanidinobenzoic acid were converted to I-10 (61%): HRMS Calcd. for C25H17ClN4O3: 457.1067, Found 457.1076.

Sources & evidence

ORD record
ord-532b502d5d194b439d4d4e7ec82b9377
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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