tert-butyl N-[(3S)-piperidin-3-yl]carbamate → Hydrochloric Acid

HRID 2425392

Reaction equation

HRID 2425392 reaction equation
[Cl:1][C:2]1[C:11]2[C:10]([S:12](Cl)(=[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][C@H: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]([Cl: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]([Cl: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:1]

Participants

5

Reactant 2

HCID 1514171tert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 221219084-Chloroisoquinoline-5-sulfonyl chloride

Product 3

HCID 313Hydrochloric AcidYield 1,932.7%HCID 67243279(S)-3-(tert-Butoxycarbonylamino)-1-(4-chloro-5-isoquinolinesulfonyl)piperidineHCID 67244043(S)-3-Amino-1-(4-chloro-5-isoquinolinesulfonyl)piperidine

Procedure

(S)-3-(tert-Butoxycarbonylamino)-1-(4-chloro-5-isoquinolinesulfonyl)piperidine (Intermediate 18a) was prepared from 4-chloro-5-isoquinolinesulfonyl chloride (183 mg) and (S)-3-(tert-butoxycarbonylamino)piperidine (168 mg) according to the method described in 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 (164 mg).

Sources & evidence

ORD record
ord-bb60318ce6f74dcd96712840fb833ba6
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Linked notes

Loading…