HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040894Generated: October 31, 2026
2-Bromoethyl methyl ether → HCID 67264437, compound
https://huagongshe.com/reaction/1040894
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 66830684 | HCID 66830684 | — |
| Reactant | HCID 67264437 | HCID 67264437 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 67264437 | HCID 67264437 | 47% |
Reaction Steps
N-(2-{5-Chloro-2-[4-(2-methoxy-ethyl)-1-methyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-7-ylamino]-pyrimidin-4-ylamino}-phenyl)-methanesulfonamide. To a solution of N-{2-[5-chloro-2-(1-methyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-7-ylamino)-pyrimidin-4-ylamino]-phenyl}-methanesulfonamide (53 mg, 0.11 mmol) in DMF (2 mL) was added diisopropylethylamine (30 μL) and 1-bromo-2-methoxyethane (31 μL, 0.34 mmol). A few milligrams of KI was added and the mixture was allowed to stir at room temperature overnight. Preparative tlc (1% NH4OH/10% MeOH/DCM) afforded 28 mg (47%) of the title compound; m.p. 203-210° C.; MS: m/z=531 (M−H)+; 1H-NMR (CDCl3, 6): 7.98 (s, 1H), 7.83 (m, 1H), 7.36 (d, 6 Hz, 1H), 7.28 (2, 2H), 7.22 (m, 1H), 7.14 (s, 1H), 6.73 (d, 8 Hz, 1H), 3.71 (s, 2H), 3.44 (t, 6 Hz, 2H), 3.30 (s, 3H), 2.94 (m, 6H), 2.88 (s, 3H), 2.83 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552186B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-d3d7a4f5a3204d7b86cc2ef87bbc6b9d |
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| Source note | uspto-grants-2013_10 |
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