3-(Boc-amino)piperidine → Hydrochloric Acid

HRID 2425390Notes

Reaction equation

HRID 2425390 reaction equation
[F:1][C:2]1[C:11]2[C:10]([S:12]([Cl:15])(=[O:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[CH:5]=[N:4][CH:3]=1.[C:16]([O:20][C:21]([NH:23][CH:24]1[CH2:29][CH2:28][CH2:27][NH:26][CH2:25]1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[C:16]([O:20][C:21]([NH:23][C@H:24]1[CH2:29][CH2:28][CH2:27][N:26]([S:12]([C:10]2[C:11]3[C:2]([F:1])=[CH:3][N:4]=[CH:5][C:6]=3[CH:7]=[CH:8][CH:9]=2)(=[O:14])=[O:13])[CH2:25]1)=[O:22])([CH3:19])([CH3:17])[CH3:18].[NH2:23][C@H:24]1[CH2:29][CH2:28][CH2:27][N:26]([S:12]([C:10]2[C:11]3[C:2]([F:1])=[CH:3][N:4]=[CH:5][C:6]=3[CH:7]=[CH:8][CH:9]=2)(=[O:14])=[O:13])[CH2:25]1.[ClH:15]

Participants

5

Reactant 2

HCID 42330413-(Boc-amino)piperidineHCID 118565474-Fluoroisoquinoline-5-sulfonylchloride

Product 3

HCID 313Hydrochloric AcidYield 1,222.2%HCID 67242640(S)-3-(tert-Butoxycarbonylamino)-1-(4-fluoro-5-isoquinolinesulfonyl)piperidineHCID 67244923(S)-3-Amino-1-(4-fluoro-5-isoquinolinesulfonyl)piperidine

Procedure

(S)-3-(tert-Butoxycarbonylamino)-1-(4-fluoro-5-isoquinolinesulfonyl)piperidine (Intermediate 17a) was prepared from 4-fluoro-5-isoquinolinesulfonyl chloride (172 mg) and 3-(tert-butoxycarbonylamino)piperidine (168 mg) according to the method of Example 1-1, Step A, and then used in the method of Example 1-1, Step B in a similar manner to obtain the title compound as hydrochloride (156 mg).

Sources & evidence

ORD record
ord-64025c1876444740a21ea476c04a2bd9
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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