Water → HCID 66953358, compound

HRID 1043833Notes

Reaction equation

HRID 1043833 reaction equation
[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[C:17]([CH2:20][N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:18]=[CH:19][C:12]2=[N:11][C:10]=1[C:27]([NH:29][NH2:30])=[O:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[F:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][C:45](Cl)=[O:46])=[CH:40][CH:39]=1.O>O1CCCC1>[F:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][C:45]([NH:30][NH:29][C:27]([C:10]2[N:11]=[C:12]3[CH:19]=[CH:18][C:17]([CH2:20][N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)=[CH:16][N:13]3[C:14](=[O:15])[C:9]=2[O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:28])=[O:46])=[CH:40][CH:39]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 37449884-Fluorophenylacetyl chlorideHCID 66953080HCID 66953080, compound

Product 1

HCID 66953358HCID 66953358, compoundYield 64.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of the product of example 15 (807 mg, 1.97 mmol) and sodium carbonate (418 mg, 3.95 mmol) in tetrahydrofuran (25 ml), 4-fluorophenylacetyl chloride (374 mg, 2.17 mmol) was added drop-wise. The resulting mixture was stirred overnight at room temperature. Then water (25 ml) was added and the mixture was stirred for 1 hour. The resulting solids were collected by filtration, washed with water and PE successively and dried to give the titled product (697 mg, 64.8%).

Workup

  1. additionwas added drop-wise
  2. stirringthe mixture was stirred for 1 hour
  3. filtrationThe resulting solids were collected by filtration
  4. washwashed with water and PE successively
  5. customdried

Sources & evidence

ORD record
ord-e5303adbd99a4d5b93c5ca658040f703
Source dataset
uspto-grants-2013_10
Patent number
US08563562B2

Reaction notes

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