Diisopropylethylamine → HCID 178513091, compound

HRID 971300Notes

Reaction equation

HRID 971300 reaction equation
[C:1]1([S:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[CH:16]([CH2:20][C:21]([OH:23])=O)[CH2:15][CH2:14][CH2:13]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(C1NC=CN=1)(C1NC=CN=1)=O.S(O)(O)(=O)=O.[NH2:41][C:42]([NH2:44])=[NH:43].C(N(C(C)C)CC)(C)C>CN(C=O)C.O>[C:1]1([S:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[CH:16]([CH2:20][C:21]([NH:43][C:42]([NH2:44])=[NH:41])=[O:23])[CH2:15][CH2:14][CH2:13]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 499987Guanidine Sulfate (1:1)HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 66651343(6-Benzenesulfonyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetic acid

Product 1

HCID 178513091HCID 178513091, compoundYield 89.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

(6-Benzenesulfonyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetic acid (0.30 grams, 0.80 mmole) and carbonyl diimidazole (0.13 gms, 0.90 mmole) in 30 mL DMF was stirred for three hours at room temperature. Guanidine sulfate (90 mg) was added, followed by 0.1 ml diisopropylethylamine, and the reaction mixture was stirred overnight. The reaction mixture was diluted with water, and the resulting white crystals were collected by filtration, washed with water, and dried under vacuum to afford 190 mg of N-[2-(6-Benzenesulfonyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetyl]-guanidine, M+H=372.

Workup

  1. filtrationthe resulting white crystals were collected by filtration
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-6e93437a14d14e00b8e7800ce408d526
Source dataset
uspto-grants-2007_12
Patent number
US07312359B2

Reaction notes

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