Sodium Bicarbonate → HCID 58493950, compound

HRID 2360498Notes

Reaction equation

HRID 2360498 reaction equation
[CH2:1]([C:5]1[CH:6]=[C:7]([NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[C:8]([O:38][CH3:39])=[C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:37])[C:16]3[C:21]([CH:22]=2)=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:23][N:24]2[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)=[O:13])[CH:10]=1)[CH:2]([CH3:4])[CH3:3].C(=O)([O-])O.[Na+]>ClCCl>[CH2:1]([C:5]1[CH:6]=[C:7]([NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[C:8]([O:38][CH3:39])=[C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:37])[C:16]3[C:21]([CH:22]=2)=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:23][N:24]2[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]2)=[O:13])[CH:10]=1)[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 58493985HCID 58493985, compound

Product 1

HCID 58493950HCID 58493950, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 4-[2-(5-isobutyl-3-methanesulphonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indol-7-ylmethyl]-piperazine-1-carboxylate is used instead of tert-butyl [5-tert-butyl-2-methoxy-3-({1-methyl-7-[4-(1-methyl-pyrrolidine-2-carbonyl)-piperazin-1-ylmethyl]-1H-indole-2-carbonyl}-amino)-phenyl]-carbamate. The crude product is divided between dichloromethane and saturated aqueous sodium hydrogen carbonate solution. The aqueous phase is extracted with dichloromethane. The combined organic phases are dried on magnesium sulphate and the solvents are eliminated in vacuo. The product thus obtained is further reacted directly.

Workup

  1. extractionThe aqueous phase is extracted with dichloromethane
  2. customThe combined organic phases are dried on magnesium sulphate
  3. customThe product thus obtained
  4. customis further reacted directly

Sources & evidence

ORD record
ord-ba25d0ef64db45c7bc41b14cb067c9b9
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

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