(2S)-2-methylpyrrolidine → HCID 60197813, compound

HRID 587185Notes

Reaction equation

HRID 587185 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[N:3]=1.[CH3:20][C@H:21]1[CH2:25][CH2:24][CH2:23][NH:22]1>>[CH3:20][C@H:21]1[CH2:25][CH2:24][CH2:23][N:22]1[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[N:3]=1

Participants

3

Reactant 2

HCID 6999702(2S)-2-methylpyrrolidineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197813HCID 60197813, compound

Procedure

B53 was prepared following the general procedure reported for B10 using A1 and (S)-2-methylpyrrolidine; yield: 195.5 mg (56%), colorless amorphous solid. 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.17 and 1.24 (2 d, J=6.3 Hz, 3H), 1.60-1.70 (m, 1H), 1.82-2.08 (m, 3H), 3.38-3.64 (m, 2H), 4.12-4.29 (m, 1H), 4.18 (s, 2H), 6.82 (2 s, 2H), 6.94-7.00 (m, 1H), 7.25 (t, J=7.9 Hz, 1H), 7.68 (d, J=9.0 Hz, 1H), 7.83-7.90 (m, 1H), 8.18 (s, 1H), 9.58 (s, 1H). MS (ES) C15H20N6O2S requires: 348. found: 349 (M+H)+.

Workup

  1. customB53 was prepared

Sources & evidence

ORD record
ord-b4239f0d355a4833a75c8d3ee9d25fbb
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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