Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethyl orthoacetate | HCID 66221 | — |
| Reactant | HCID 86717509 | HCID 86717509 | — |
| Product | HCID 86717510 | HCID 86717510 | 58.7% |
Reaction Steps
A mixture of {(1R,2R,4S)-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]-2-methoxycyclohexyl}acetonitrile (racemic) (45 mg, 0.14 mmol) and triethyl orthoacetate (79 μL, 0.43 mmol) in acetic acid (0.4 mL, 7 mmol) was stirred at 120° C. for 30 min. The solvent was removed, and the residue dissolved in methanol and purified with prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 60 mL/min) to give the desired product (28 mg, 58%). LCMS calculated for C18H21N4OS (M+H)+: m/z=341.1. Found: 341.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181271B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-ac7b89950e474e1e91fc762195ca1f4a |
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| Source note | uspto-grants-2015_11 |
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