Triethylamine → HCID 67517382, compound

HRID 2173298Notes

Reaction equation

[C:1]([C:4]1[C:12]2[O:11][CH2:10][CH:9]([CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]3)[C:8]=2[CH:7]=[CH:6][CH:5]=1)(=O)[NH2:2].CCN(CC)CC.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([C:4]1[C:12]2[O:11][CH2:10][CH:9]([CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]3)[C:8]=2[CH:7]=[CH:6][CH:5]=1)#[N:2]

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of tert-butyl 4-[(7-carbamoyl-2,3-dihydro-1-benzofuran-3-yl)methyl]piperazine-1-carboxylate in DCM (80 mg, 0.22 rnmol) was added Et3N (60 mg, 0.59 mmol). The solution was cooled to 0° C. and TFAA (60 mg, 0.29 mmol) was added dropwise under nitrogen. After 4 hours stirring at room temperature, the solvents were removed under vacuum to give the crude product tert-butyl 4-[(7-cyano-2,3-dihydro-1-benzofuran-3-yl)methyl]piperazine-1-carboxylate (66 g, yield 87%) which was used for next step without purification.

Workup

customthe solvents were removed under vacuum

Sources & evidence

ORD record: ord-cb4d1ab874574658ab5c40eea6c9f270
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056859B2

Reaction notes

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