Acetyl chloride → HCID 178491354, compound

HRID 447944Notes

Reaction equation

HRID 447944 reaction equation
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[C:4]=1[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][C:12]2[CH2:13][NH:14][CH2:15][CH2:16][C:17]=2[N:18]=1)=[NH:8].[C:25](Cl)(=[O:27])[CH3:26].C(N(CC)CC)C>C1COCC1>[C:25]([N:14]1[CH2:15][CH2:16][C:17]2[N:18]=[C:10]([NH:9][C:7]([NH:6][CH2:5][C:4]3[C:19]([O:23][CH3:24])=[CH:20][CH:21]=[CH:22][C:3]=3[O:2][CH3:1])=[NH:8])[S:11][C:12]=2[CH2:13]1)(=[O:27])[CH3:26]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 178491353HCID 178491353, compound

Product 1

HCID 178491354HCID 178491354, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Acetylation of 110 mg N-(2,6-dimethoxybenzyl)-N′-(4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-yl)guanidine (0.26 mmol, Example 221.3) under standard conditions with acetylchloride and triethylamine in 15 ml THF followed by purification, yielded 16 mg of the desired product as a white solid; ESI-MS [M+H+]=390.15.

Sources & evidence

ORD record
ord-40c12fa377734dd0942199036f2bf966
Source dataset
uspto-grants-2013_07
Patent number
US08481576B2

Reaction notes

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