Methyl Acrylate → HCID 86644561, compound

HRID 2174717Notes

Reaction equation

HRID 2174717 reaction equation
[CH2:1]([O:4][CH2:5][C@:6]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:22])[C:7](=[O:21])[NH:8][C:9]1[CH:20]=[CH:19][C:12]2[CH2:13][CH2:14][N:15]([CH3:18])[CH2:16][CH2:17][C:11]=2[CH:10]=1)[CH:2]=[CH2:3].[C:31]([O:35][CH3:36])(=[O:34])C=C>C(Cl)Cl.Cl[Ru](=C1N(C2C(C)=CC(C)=CC=2C)CCN1C1C(C)=CC(C)=CC=1C)(Cl)(=CC1C=CC=CC=1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1>[CH3:36][O:35][C:31]([CH:3]=[CH:2][CH2:1][O:4][CH2:5][C@:6]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:22])[C:7](=[O:21])[NH:8][C:9]1[CH:20]=[CH:19][C:12]2[CH2:13][CH2:14][N:15]([CH3:18])[CH2:16][CH2:17][C:11]=2[CH:10]=1)=[O:34]

Participants

5

Reactant 2

HCID 7294Methyl AcrylateHCID 86644562HCID 86644562, compound

Product 1

HCID 86644561HCID 86644561, compound

Reagents, catalysts & solvents 2

HCID 178425456HCID 178425456, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 120 mg (0.226 mmol) tert.butyl(R)—N-[2-(prop-2-enyloxy)-1-methyl-1-(3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylcarbamoyl)ethyl]-carbamate (prepared from (R)—O-allyl-α-methyl-N-butoxycarbonylserine and 3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine) in methylene chloride is rinsed for 30 min with argon, combined with 0.42 ml (4.66 mmol) methyl acrylate and 2nd generation Grubbs catalyst and heated to boiling for 4 h. Then the mixture is concentrated by evaporation and purified by chromatography.

Workup

  1. washis rinsed for 30 min with argon
  2. temperatureheated
  3. concentrationThen the mixture is concentrated by evaporation
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-b7a2baabdd1d4bfcb0d32ecd573ce7d5
Source dataset
uspto-grants-2015_06
Patent number
US09062034B2

Reaction notes

Loading…