Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | HCID 67512486 | HCID 67512486 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69357851 | HCID 69357851 | 94% |
Reaction Steps
A suspension of 5-amino-isophthalic acid 1-tert-butyl ester 3-methyl ester (D79) (3.4 g, 13.5 mmol, 1 equiv) in CH2Cl2 (25 ml) was treated with NEt3 (2.32 g, 23 mmol, 1.1 equiv) and cooled to 0° C. 4-chlorobutyryl chloride (1.6 g, 15.7 mmol, 1.1 equiv) was added dropwise and the resulting solution was stirred at 0° C. for 3 h then allowed to warm to room temperature and washed with 2N aqueous HCl solution, dried over MgSO4 and concentrated in vacuo. The residue was triturated with iso-hexane and Et2O to give 5-(4-chloro-butanoylamino)-isophthalic acid 1-tert-butyl ester 3-methyl ester (D80) (4.5 g, 94%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253198B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-cc8ded8a28434730b3a20fd7315532a2 |
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| Source note | uspto-grants-2007_08 |
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