Diisopropylethylamine → HCID 178496582, compound

HRID 1047267Notes

Reaction equation

Br[C:2]1[C:3]([NH:9][C:10](=[O:13])[CH2:11]I)=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1.C(N(C(C)C)CC)(C)C.Cl.[CH3:24][O:25][C@@H:26]1[CH2:31][CH2:30][C@H:29]([NH2:32])[CH2:28][CH2:27]1>C(#N)C>[Br:8][C:6]1[N:7]=[C:2]2[N:32]([C@H:29]3[CH2:30][CH2:31][C@@H:26]([O:25][CH3:24])[CH2:27][CH2:28]3)[CH2:11][C:10](=[O:13])[NH:9][C:3]2=[N:4][CH:5]=1

Participants

Conditions

Temperature: 55 °C

Procedure

To a solution of N-(3,5-dibromopyrazin-2-yl)-2-iodoacetamide (See Example 5.B) (1.0 g, 2.376 mmol) and diisopropylethylamine (1.038 mL, 5.94 mmol) in acetonitrile (10 mL) was added (cis)-4-methoxycyclohexanamine hydrochloride (0.413 g, 2.495 mmol). The solution was stirred at 55° C. for 3 h. The resulting precipitate was filtered and washed with acetonitrile and dried under reduced pressure to afford the title compound (0.442 g, 1.29 mmol, 55% yield). MS (ESI) m/z 341.3 [M]+, 343.3 [M+2]+.

Workup

filtrationThe resulting precipitate was filtered
washwashed with acetonitrile
customdried under reduced pressure

Sources & evidence

ORD record: ord-7eabdb3aa5244a6ea8c056da9c36bb91
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569494B2

Reaction notes

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