tert-Butyl isocyanate → HCID 68206915, compound

HRID 537224Notes

Reaction equation

Cl.Cl.[NH2:3][C:4]1[CH:5]=[C:6]([C:10]2([F:25])[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.[C:26]([N:30]=[C:31]=[O:32])([CH3:29])([CH3:28])[CH3:27].C(N(C(C)C)CC)(C)C>>[C:26]([NH:30][C:31]([NH:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2([F:25])[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][O:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:14][CH2:15]2)[CH:5]=1)=[O:32])([CH3:29])([CH3:28])[CH3:27]

Participants

Reactant 3

HCID 62412tert-Butyl isocyanate

HCID 81531Diisopropylethylamine

HCID 67467476HCID 67467476, compound

Product 1

HCID 68206915HCID 68206915, compoundYield 24%

Procedure

The title compound was prepared from the reaction of 4-(3-aminophenyl)-1-(2-phenoxyethyl) 4-fluoropiperidine dihydrochloride with tert-butylisocyanate in the presence of excess diisopropylethylamine as described in Example 19, with the exception that hydrochloride salt formation was not carried out. The desired material was obtained in 24% yield as a white solid.

Sources & evidence

ORD record: ord-212889571a9b43acae3803559a08c552
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859777B2

Reaction notes

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