Chloroacetyl chloride → HCID 57686434, compound

HRID 1038116Notes

Reaction equation

HRID 1038116 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C(N(CC)CC)C.[Cl:27][CH2:28][C:29](Cl)=[O:30]>O1CCCC1>[Cl:27][CH2:28][C:29]([N:11]1[CH2:12][CH2:13][N:8]([C:7]2[CH:6]=[CH:5][C:4]([C:14]3[N:15]=[CH:16][CH:17]=[CH:18][N:19]=3)=[CH:3][C:2]=2[F:1])[CH2:9][CH2:10]1)=[O:30]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 57685830HCID 57685830, compound

Product 1

HCID 57686434HCID 57686434, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2-(3-Fluoro-4-piperazin-1-yl-phenyl)-pyrimidine (29AB) (675 mg, 2.61 mmol, 1 equiv) was dissolved in anhydrous tetrahydrofuran (5 mL), and triethylamine (1.32 mg, 1.82 mL, 13.05 mmol, 5 equiv) was added, followed by slow addition of a solution of chloroacetyl chloride (591 mg, 417 uL, 5.23 mmol, 2 equiv) in tetrahydrofuran at room temperature. The mixture was then stirred for about 1 hour at room temperature.

Sources & evidence

ORD record
ord-44982ed5238d42b1a25b25218b0ed504
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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