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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687202Generated: November 1, 2026

2-Bromoethyl methyl ether → HCID 67264437, compound

https://huagongshe.com/reaction/1687202

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 66830684HCID 66830684—
ReactantHCID 67264437HCID 67264437—
SolventDimethylformamideHCID 6228—
ProductAmmonium HydroxideHCID 14923—
ProductHCID 67264437HCID 6726443747%

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, δ): 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-327800e3b48848d4b3bf8685b062d1bf
Source noteuspto-grants-2012_04