HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2E)-4-(Dimethylamino)-2-butenoic acid → (S,E)-4-(8-Amino-3-(1-(4-(dimethylamino)but-2-enoyl)pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(thiazol-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2E)-4-(Dimethylamino)-2-butenoic acid | HCID 14805664 | — |
| Reactant | (S)-4-(8-Amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(thiazol-2-yl)benzamide | HCID 86720312 | — |
| Product | (S,E)-4-(8-Amino-3-(1-(4-(dimethylamino)but-2-enoyl)pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(thiazol-2-yl)benzamide | HCID 71607622 | 29.7% |
Reaction Steps
This compound was prepared, in an analogous manner as described in Example 2, from (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(thiazol-2-yl)benzamide (intermediate 20) and (E)-4-(dimethylamino)but-2-enoic acid, to afford the title compound (18.9 mg, 29.7%). Data: UPLC (C) Rt: 1.38 min; m/z 517.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290504B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-fda8f99c586c48238d256b83abfbe119 |
| Source note | uspto-grants-2016_03 |