HCID 22291669, compound → HCID 22291725, compound

HRID 968123Notes

Reaction equation

HRID 968123 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:23]3[C:22]4[CH:24]=[C:25]([NH:28][C:29](=[O:37])[C:30]5[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=5[Cl:36])[CH:26]=[CH:27][C:21]=4[CH2:20][CH2:19][C:18]=3[C:17]([C:38]([NH2:40])=[O:39])=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)(C(F)(F)F)=O>[Cl:36][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[C:29]([NH:28][C:25]1[CH:26]=[CH:27][C:21]2[CH2:20][CH2:19][C:18]3[C:17]([C:38]([NH2:40])=[O:39])=[N:16][N:15]([C:12]4[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=4)[C:23]=3[C:22]=2[CH:24]=1)=[O:37]

Participants

3

Reactant 1

HCID 22291669HCID 22291669, compound

Product 1

HCID 22291725HCID 22291725, compoundYield 101.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The final product from Example 259 (7.5 g, 0.014 mol) was dissolved of TFA (120 mL) and the dark brown solution was stirred at room temperature for 84 h. Solvent was removed and the residue was taken up with 200 mL of water. The solid was collected and air-dried to give 6.5 g of product as a pale white solid (83% yield); 1HNMR (DMSO, 400 MHz) δ: 10.29 (s, 1H), 9.84 (s, 1H), 7.24-7.51 (m, 11 H), 6.87 (d, 2H), 2.90 (m, 4H); Anal. Calcd. for C25H19ClN4O3+1.0 H2O: C, 62.96; H, 4.44; N, 11.75. Found: C, 62.92; H, 4.28; N, 11.76.

Workup

  1. customSolvent was removed
  2. customThe solid was collected
  3. customair-dried

Sources & evidence

ORD record
ord-ea905ff922df4b358a4e2d0c18036031
Source dataset
uspto-grants-2005_10
Patent number
US06956052B2

Reaction notes

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