(S)-(+)-Tetrahydrofurfurylamine → HCID 59333740, compound

HRID 1930671Notes

Reaction equation

[O:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([NH:12][C:13]3[N:14]=[C:15](OS(C(F)(F)F)(=O)=O)[C:16]4[CH2:22][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:20][CH2:19][C:17]=4[N:18]=3)=[CH:8][CH:7]=2)=[CH:4][N:3]=[CH:2]1.[O:38]1[CH2:42][CH2:41][CH2:40][C@H:39]1[CH2:43][NH2:44]>CN(C=O)C>[O:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([NH:12][C:13]3[N:14]=[C:15]([NH:44][CH2:43][C@@H:39]4[CH2:40][CH2:41][CH2:42][O:38]4)[C:16]4[CH2:22][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:20][CH2:19][C:17]=4[N:18]=3)=[CH:8][CH:7]=2)=[CH:4][N:3]=[CH:2]1

Participants

Conditions

Temperature: 80 °C

Procedure

tert-Butyl 2-(4-(oxazol-5-yl)phenylamino)-4-(trifluoromethylsulfonyloxy)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (350 mg, 0.65 mmol, example 1b) was dissolved in DMF (2 mL). (S)-(tetrahydrofuran-2-yl)methanamine was added and the reaction mixture was stirred at 80° C. for 3 h. The solvent was evaporated under reduced pressure and the crude used in the subsequent step without purification. MS (ES+) m/z 493.3 (M+H)+

Workup

customThe solvent was evaporated under reduced pressure
customthe crude used in the subsequent step without purification

Sources & evidence

ORD record: ord-937503aa65d141b0921fee0895cc0e74
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188101B2

Reaction notes

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