Diisopropylethylamine → HCID 18506774, compound

HRID 1355363Notes

Reaction equation

HRID 1355363 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[N:6][CH:5]=[CH:4][N:3]=1.Cl.[CH2:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[CH2:15][CH2:14][NH:13][CH2:12]1.C(N(C(C)C)C(C)C)C>CN(C)C=O>[CH2:15]1[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH2:11][CH2:12][N:13]([C:2]2[C:7]([C:8]#[N:9])=[N:6][CH:5]=[CH:4][N:3]=2)[CH2:14]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2924653-Chloropyrazine-2-carbonitrileHCID 170652302,3,4,5-Tetrahydro-1H-3-benzazepine--hydrogen chloride (1/1)

Product 1

HCID 18506774HCID 18506774, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure as described in example 12 the 2-chloro-3-cyanopyrazine (J. Chem. Soc., Perkin Trans. 1 1991, 11, 2877-81) was treated with 2,3,4,5-tetrahydro-1 H-benzo[d]azepine hydrochloride (J. Heterocycl. Chem. 1971, 8(5), 779-83) and N-ethyl-diisopropylamine in N,N-dimethylformamide at room temperature followed by 60° C. to yield the 3-(1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-pyrazine-2-carbonitrile as light yellow solid; MS: 251 (M+H)+.

Workup

  1. customfollowed by 60° C.

Sources & evidence

ORD record
ord-b3e7f4f39ce647648edc56e917f37c1f
Source dataset
uspto-grants-2003_07
Patent number
US06586422B2

Reaction notes

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