Acetyl chloride → HCID 18187740, compound

HRID 1068233Notes

Reaction equation

HRID 1068233 reaction equation
C([Cl:4])(=O)C.C(OC([N:12]1[CH2:17][CH2:16][CH:15]([C:18]2[S:22][C:21]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[N:20][CH:19]=2)[CH2:14][CH2:13]1)=O)(C)(C)C>CO>[ClH:4].[ClH:4].[CH2:23]([C:21]1[S:22][C:18]([CH:15]2[CH2:16][CH2:17][NH:12][CH2:13][CH2:14]2)=[CH:19][N:20]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 18187483HCID 18187483, compound

Product 1

HCID 18187740HCID 18187740, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetyl chloride (0.3 mL) was added dropwise to a solution of 320 mg of 1-t-butyloxycarbonyl-4-(2-benzyl-thiazol-5-yl)piperidine in methanol (2 mL) at ice bath temperature. The reaction mixture was stirred 3.5 hr as it warmed to room temperature. Solvent removal in vacuo gave the desired amine as glassy solid. 1H NMR (CD3OD): 1.94 (m, 2H), 2.24 (m, 2H), 3.1˜3.5 (m, 5H), 4.58 (s, 2H), 7.4 (m, 5H) 8.02(s, 1H).

Workup

  1. customSolvent removal in vacuo

Sources & evidence

ORD record
ord-6723db41cb734cc095de2c0a0411619a
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

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