2486-69-3 → HCID 68737897, compound

HRID 2111443Notes

Reaction equation

HRID 2111443 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[N:14]([CH3:15])[C:13](=[O:16])[CH2:12][C@@H:11]3[N:7]([CH2:8][CH2:9][CH2:10]3)[C:6]=2[N:17]=1.[NH2:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][C:20]=1[O:28][CH3:29]>C(O)C.O.Cl>[CH3:29][O:28][C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][C:19]=1[NH:18][C:2]1[N:3]=[CH:4][C:5]2[N:14]([CH3:15])[C:13](=[O:16])[CH2:12][C@@H:11]3[N:7]([CH2:8][CH2:9][CH2:10]3)[C:6]=2[N:17]=1)[C:23]([OH:25])=[O:24]

Participants

4

Reactant 2

HCID 2880572486-69-3HCID 86623424HCID 86623424, compound

Product 1

HCID 68737897HCID 68737897, compound

Reagents, catalysts & solvents 1

HCID 86604601Ethanol water hydrochloric acidSolvent

Procedure

A mixture of 0.15 g (0.0006 mole) of (R)-9-chloro-6-methyl-2,3,3a,4-tetrahydro-1H,6H-6,8,10,10b-tetraaza-benzo[e]azulen-5-one (VII-102) and 0.11 g (0.00066 mole) of 4-amino-3-methoxy-benzoic acid (Aldrich) in 15 mL of ethanol-water-hydrochloric acid (20:80:1) was heated by microwave at 160 degrees for 40 minutes, and then concentrated under reduced pressure. The residue was lyophilized to give crude 3-methoxy-4-((R)-6-methyl-5-oxo-2,3,3a,4,5,6-hexahydro-1H-6,8,10,10b-tetraaza-benzo[e]azulen-9-ylamino)-benzoic acid (I-102a) as a light yellow solid which was used without further purification in subsequent steps.

Workup

  1. temperaturewas heated by microwave at 160 degrees for 40 minutes
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-09dd87e3c69a4a568a36813b20bdcca7
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

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