(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine → HCID 86647822, compound

HRID 241044Notes

Reaction equation

HRID 241044 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[C:5]([Cl:8])=[N:6][CH:7]=1.[NH:13]1[CH2:17][CH2:16][C@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:14]1>>[Br:1][C:2]1[CH:3]=[C:4]([S:9]([N:13]2[CH2:17][CH2:16][C@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:23])([CH3:22])[CH3:24])[CH2:14]2)(=[O:11])=[O:10])[C:5]([Cl:8])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 1514396(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 457914135-broMo-2-chloropyridine-3-sulfonyl chloride

Product 1

HCID 86647822HCID 86647822, compound

Procedure

Prepared according to the methods described in reagent preparation 25 using 5-bromo-2-chloropyridine-3-sulfonyl chloride and (S)-tert-butyl pyrrolidin-3-ylcarbamate in step 1. 1H NMR (400 MHz, CDCl3) δ 8.61 (d, 1H), 8.52 (d, 1H), 4.67 (s, 1H), 4.25 (s, 1H), 3.57 (m, 4H), 3.34 (m, 1H), 2.22 (m, 1H), 1.92 (m, 1H), 1.45 (s, 9H); MS (ES) for C14H19BrClN3O4S: 440, 442 (Br isotopes, MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0b1bf808ea3142b98e410635e306fe70
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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