Pyrrolidine → HCID 60197202, compound

HRID 587149Notes

Reaction equation

HRID 587149 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.[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>>[N:20]1([C:2]2[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]3[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=3)[N:3]=2)[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197202HCID 60197202, compound

Procedure

B14 was prepared following the general procedure reported for B10 using A1 and pyrrolidine. Yield: 96.6 mg (29%), colorless amorphous solid. 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.84-1.96 (m, 4H), 3.43-3.55 (m, 4H), 4.18 (s, 2H), 6.81 (s, 2H), 6.96 (d, J=7.6 Hz, 1H), 7.25 (t, J=7.9 Hz, 1H), 7.69 (d, J=9.5 Hz, 1H), 7.86 (s, 1H), 8.18 (s, 1H), 9.59 (s, 1H). MS (ES) C14H18N6O2S requires: 334. found: 335 (M+H)+.

Workup

  1. customB14 was prepared

Sources & evidence

ORD record
ord-21581111653346848498562c97d8c51e
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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