HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910150Generated: November 1, 2026
Diisopropylethylamine → HCID 178482836, compound
https://huagongshe.com/reaction/1910150
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-fluorophenyl)-N-methylmethanamine | HCID 736860 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 58026665 | HCID 58026665 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178482836 | HCID 178482836 | 66.2% |
Reaction Steps
To a solution of 100 mg (0.3 mmol) of 2-[(isoquinoline-3-carbonyl)-amino]-3H-benzoimidazole-4-carboxylic acid (from Example 58) in DMF (2 mL) was added 200 mg (0.53 mmol) of HBTU and DIEA (0.5 mL). The mixture was stirred for 5 min then 140 mg (1.0 mmol) of N-(4-fluoro-benzyl)-N-methyl-amine was added. The resulted reaction mixture was heated at 70° C. for 1 h. After usual workup as described in general procedure A, the residue was purified by column chromatography eluting with DCM/EtOAc (v/v=1:1) to afford the 90 mg (66%) of isoquinoline-3-carboxylic acid {7-[(4-fluoro-benzyl)-methyl-carbamoyl]-1H-benzoimidazol-2-yl}-amide. LCMS: 454 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598353B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-dbbe4b5e38ab4f058bc22ff3c7f62d2f |
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| Source note | uspto-grants-2013_12 |
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