Triethylamine → HCID 178508761, compound

HRID 1665087Notes

Reaction equation

[NH2:1][C:2]1([C:15]#[N:16])[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[NH2:24][C:25]1[C:26]([C:33]([NH:35][C:36](=N)SC)=[O:34])=[N:27][C:28]([Cl:32])=[C:29]([NH2:31])[N:30]=1>CC(O)C>[CH2:8]([N:5]1[CH2:6][CH2:7][C:2]2([NH:1]/[C:36](=[N:35]\[C:33]([C:26]3[C:25]([NH2:24])=[N:30][C:29]([NH2:31])=[C:28]([Cl:32])[N:27]=3)=[O:34])/[NH:16][CH2:15]2)[CH2:3][CH2:4]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Conditions

Temperature: 70 °C

Procedure

4-Amino-1-benzyl-piperidine-4-carbonitrile (Intermediate G) (200 mg, 0.91 mmol) in dry propan-2-ol (10 ml) is treated with triethylamine (0.25 ml) followed by 1-(3,5-diamino-6-chloro-pyrazine-2-carbonyl)-2-methyl-isothiourea (Intermediate A) (355 mg, 0.91 mmol). The mixture is heated at 70° C. for 5 hours and then allowed to cool to room temperature. The precipitate is collected and washed with methanol to afford the title compound as a light yellow solid, 190 mg; [M+H]+ 415

Workup

temperatureto cool to room temperature
customThe precipitate is collected
washwashed with methanol

Sources & evidence

ORD record: ord-29f847d2e02544298b211ce2abb87b9a
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08039472B2

Reaction notes

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