Water → HCID 53959969, compound

HRID 1816759Notes

Reaction equation

HRID 1816759 reaction equation
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:18]=[CH:17][C:12]([C:13]([NH:15][NH2:16])=[O:14])=[CH:11][CH:10]=2)[CH2:3]1.[CH3:19][O:20][C:21]([C:23]1[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=1)=[O:22].N1C=CC=CC=1.O>O1CCCC1>[CH3:19][O:20][C:21](=[O:22])[C:23]1[CH:31]=[CH:30][C:26]([C:27]([NH:16][NH:15][C:13](=[O:14])[C:12]2[CH:11]=[CH:10][C:9]([N:4]3[CH2:3][C@H:2]([CH3:1])[O:7][C@H:6]([CH3:8])[CH2:5]3)=[CH:18][CH:17]=2)=[O:28])=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 69677721HCID 69677721, compound

Product 1

HCID 53959969HCID 53959969, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 4-(cis-2,6-dimethylmorpholin-4-yl)benzoic acid hydrazide (458 mg), 4-methoxycarbonylbenzoyl chloride (622 mg) and pyridine (5 ml) in tetrahydrofuran (10 ml) was stirred for 6 hours at 0° C. The reaction mixture was added to water. The resulting precipitates were filtered, washed with water and dried to give 4-[N′-[4-(cis-2,6-dimethylmorpholin-4-yl)benzoyl]hydrazinocarbonyl]benzoic acid methyl ester (662.8 mg).

Workup

  1. customThe resulting precipitates
  2. filtrationwere filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f4f5645fdbb34020a64a9364c5e28749
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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