Acetyl chloride → HCID 18315724, compound

HRID 275959Notes

Reaction equation

HRID 275959 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:12][C:13]1[C:14]([N:29]2[CH2:38][CH2:37][C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]2[CH3:39])=[N:15][C:16]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)=[N:17][C:18]=1[CH2:19][OH:20]>ClCCl>[CH3:12][C:13]1[C:14]([N:29]2[CH2:38][CH2:37][C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]2[CH3:39])=[N:15][C:16]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)=[N:17][C:18]=1[CH2:19][O:20][C:1](=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 18315695HCID 18315695, compound

Product 1

HCID 18315724HCID 18315724, compoundYield 108.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetyl chloride (2.71 μl, 39.6 μmol) and triethylamine(20 μl, 142.6 μmol) were added to a suspension of 5-methyl-6-hydroxymethyl-2-(4-fluorophenylamino)-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine (10 mg, 26.4 μmol) in dichloromethane(1 ml) and stirred for 1 day at a room temperature. The reaction mixture was purified with a silica gel column chromatography (ethylacetate/n-hexane=1/1) to give 12 mg of the titled compound.

Workup

  1. customThe reaction mixture was purified with a silica gel column chromatography (ethylacetate/n-hexane=1/1)

Sources & evidence

ORD record
ord-9384a50f9f4f45a1a9eba7fba4846ae9
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

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