Acetyl chloride → HCID 136128397, compound

HRID 220806Notes

Reaction equation

HRID 220806 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].Cl.[CH3:6][N:7]1[C:16]2[NH:15][C:14]3[CH:17]=[C:18]([CH3:21])[CH:19]=[CH:20][C:13]=3[N:12]([C:22]([CH:24]3[CH2:29][CH2:28][CH:27]([CH2:30][NH:31][C:32](=[O:40])[CH2:33][CH:34]4[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]4)[CH2:26][CH2:25]3)=[O:23])[CH2:11][C:10]=2[CH:9]=[N:8]1>ClCCl.C(N(CC)CC)C>[C:1]([N:37]1[CH2:38][CH2:39][CH:34]([CH2:33][C:32]([NH:31][CH2:30][CH:27]2[CH2:26][CH2:25][CH:24]([C:22]([N:12]3[CH2:11][C:10]4[CH:9]=[N:8][N:7]([CH3:6])[C:16]=4[NH:15][C:14]4[CH:17]=[C:18]([CH3:21])[CH:19]=[CH:20][C:13]3=4)=[O:23])[CH2:29][CH2:28]2)=[O:40])[CH2:35][CH2:36]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 136346634HCID 136346634, compound

Product 1

HCID 136128397HCID 136128397, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8471TriethylamineSolvent

Procedure

A solution of acetyl chloride (0.39 mg, 0.005 mmol) in dichloromethane (0.05 ml) was added to a solution of N-[4-(3,6-dimethyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-cyclohexylmethyl]-2-piperidin-4-yl-acetamide hydrochloride from Example E17 (2.57 mg, 0.005 mmol) in dichloromethane (0.05 ml) and triethylamine (0.0035 ml). The mixture was stirred at room temperature for 1 h then solvents were removed in vacuo to yield the title compound. (ESI)+: [M+H]+=521.5

Workup

  1. customsolvents were removed in vacuo

Sources & evidence

ORD record
ord-584600956e904cc8908749f68fced25e
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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