Water → HCID 44548551, compound

HRID 1630726Notes

Reaction equation

HRID 1630726 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:16]([C:17]#[N:18])=[C:15]([SH:19])[N:14]=[C:13]([O:20][CH3:21])[C:12]=2[C:22]#[N:23])=[CH:7][CH:6]=1.Cl[CH2:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=1)[C:29]([OH:31])=[O:30].C(=O)(O)[O-].[Na+].O>CN(C=O)C>[C:17]([C:16]1[C:15]([S:19][CH2:25][C:26]2[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=2)[C:29]([OH:31])=[O:30])=[N:14][C:13]([O:20][CH3:21])=[C:12]([C:22]#[N:23])[C:11]=1[C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][OH:1])=[CH:6][CH:7]=1)#[N:18]

Participants

6

Reactant 4

HCID 962WaterHCID 2417523-(Chloromethyl)benzoic acidHCID 516892Sodium BicarbonateHCID 178494293HCID 178494293, compound

Product 1

HCID 44548551HCID 44548551, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 mg (0.153 mmol) of the compound from Example 10A together with 29 mg (0.168 mmol) of 3-(chloromethyl)benzoic acid and 38.5 mg (0.458 mmol) of sodium bicarbonate are stirred in 0.6 ml of DMF at room temperature for 2 h. Water is added and the reaction mixture is purified by preparative HPLC (with 0.15% hydrochloric acid added).

Workup

  1. customthe reaction mixture is purified by preparative HPLC (with 0.15% hydrochloric acid added)

Sources & evidence

ORD record
ord-29db7164ca2e4ceb9993a60586c61b65
Source dataset
uspto-grants-2014_07
Patent number
US08791146B2

Reaction notes

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