Trifluoroacetic acid → HCID 86678993, compound

HRID 2203358Notes

Reaction equation

[N:1](OC(C)(C)C)=O.[NH2:8][C:9]1[C:10]2[C:36]([CH3:41])([C:37]([NH:39][NH2:40])=[O:38])[C:35](=[O:42])[NH:34][C:11]=2[N:12]=[C:13]([C:15]2[C:23]3[C:18](=[CH:19][C:20]([Cl:24])=[CH:21][CH:22]=3)[N:17]([CH2:25][CH2:26][C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])[N:16]=2)[N:14]=1.C(O)(C(F)(F)F)=O>C1COCC1>[NH2:8][C:9]1[C:10]2[C:36]([CH3:41])([C:37]([N:39]=[N+:40]=[N-:1])=[O:38])[C:35](=[O:42])[NH:34][C:11]=2[N:12]=[C:13]([C:15]2[C:23]3[C:18](=[CH:19][C:20]([Cl:24])=[CH:21][CH:22]=3)[N:17]([CH2:25][CH2:26][C:27]([F:32])([F:33])[C:28]([F:30])([F:29])[F:31])[N:16]=2)[N:14]=1

Participants

Conditions

Temperature: 0 °C

Procedure

t-Butyl nitrite (0.34 mL, 2.89 mmol) was added dropwise to a THF (3.5 mL) solution containing the intermediate from Step A above (300 mg, 0.578 mmol) and TFA (50 μL, 0.636 mmol) cooled to 0° C. After 50 min. the solution was carefully concentrated in vacuo (temperature <30° C.) to give the title compound as a solid which was used without further purification. m/z 502.0 (M−N2+H).

Workup

concentrationAfter 50 min. the solution was carefully concentrated in vacuo (temperature <30° C.)

Sources & evidence

ORD record: ord-9d638891068749dfb67f2a20533c7794
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365574B2

Reaction notes

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