Potassium Carbonate → HCID 59648497, compound

HRID 1363310Notes

Reaction equation

HRID 1363310 reaction equation
C([O-])([O-])=O.[K+:5].[K+].[CH2:7]([N:14]1[C:21]2[CH:20]=[C:19]([C:22]([OH:24])=[O:23])[NH:18][C:17]=2[CH:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O.CO>[K+:5].[CH2:7]([N:14]1[C:21]2[CH:20]=[C:19]([C:22]([O-:24])=[O:23])[NH:18][C:17]=2[CH:16]=[CH:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 59648498HCID 59648498, compound

Product 1

HCID 59648497HCID 59648497, compoundYield 196.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

To a suspension of K2CO3 (24 mg, 0.17 mmol) in H2O (0.2 mL) and MeOH (1 mL) was added a solution of 4-benzyl-1,4-dihydropyrrolo[3,2-b]pyrrole-2-carboxylic acid 13 (82 mg, 0.34 mmol) in MeOH (2 mL). The solution was stirred for 35 min and then concentrated in vacuo to give potassium 4-benzyl-1,4-dihydro-pyrrolo[3,2-b]pyrrole-2-carboxylate 13a as a grey solid (93 mg, 98%). 1H NMR (400 MHz, (CD3)2SO) δ (ppm) 9.61 (s, 1H) 7.27-7.33 (m, 2H) 7.19-7.26 (m, 3H) 6.74 (d, J=2.9 Hz, 1H) 5.90 (s, 1H) 5.73 (dd, J=2.9, 0.8 Hz, 1H) 5.04 (s, 2H).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6190b11f1f9643c59c11c72d2aa5f126
Source dataset
uspto-grants-2011_02
Patent number
US07884124B2

Reaction notes

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