4-Nitrobenzyl chloroformate → HCID 136128409, compound

HRID 220951Notes

Reaction equation

HRID 220951 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1)=[O:3].Cl.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[N:29]([C:30]([C:32]3[CH:49]=[CH:48][C:35]([CH2:36][NH:37][C:38](=[O:47])[CH2:39][CH2:40][CH:41]4[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]4)=[CH:34][C:33]=3[CH3:50])=[O:31])[CH2:28][C:27]3[CH:26]=[N:25][N:24]([CH3:51])[C:23]=3[NH:22][C:21]=2[CH:52]=1>ClCCl.C(N(CC)CC)C>[N+:12]([C:9]1[CH:10]=[CH:11][C:6]([CH2:5][O:4][C:2]([N:44]2[CH2:45][CH2:46][CH:41]([CH2:40][CH2:39][C:38](=[O:47])[NH:37][CH2:36][C:35]3[CH:48]=[CH:49][C:32]([C:30]([N:29]4[CH2:28][C:27]5[CH:26]=[N:25][N:24]([CH3:51])[C:23]=5[NH:22][C:21]5[CH:52]=[C:17]([Cl:16])[CH:18]=[CH:19][C:20]4=5)=[O:31])=[C:33]([CH3:50])[CH:34]=3)[CH2:42][CH2:43]2)=[O:3])=[CH:7][CH:8]=1)([O-:14])=[O:13]

Participants

5

Reactant 2

HCID 782054-Nitrobenzyl chloroformateHCID 136346647HCID 136346647, compound

Product 1

HCID 136128409HCID 136128409, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8471TriethylamineSolvent

Procedure

A solution of 4-nitrobenzyl chloroformate (1.08 mg, 0.005 mmol) in dichloromethane (0.05 ml) was added to a solution of N-[4-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-3-methyl-benzyl]-3-piperidin-4-yl-propionamide hydrochloride (Compound number 1108) (2.97 mg, 0.005 mmol) in dichloro-methane (0.05 ml) and triethylamine (0.0035 ml). The mixture was stirred at room temperature for 1 h then sol-vents were removed in vacuo to yield the title compound. (ESI)+: [M+H]+=700.5, 702.5

Workup

  1. customthen sol-vents were removed in vacuo

Sources & evidence

ORD record
ord-7b598c7808564cbe8c647c13bca0a3c6
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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