Methanol → 5-Bromo-3-(5-ethyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)-1-methylpyridin-2(1H)-one

HRID 165005Notes

Reaction equation

HRID 165005 reaction equation
[Br:13][c:14]1[c:15](=[O:22])[n:16]([CH3:21])[cH:17][c:18]([Br:20])[cH:19]1.[C:23](=[O:24])([O-:25])[O-:26].[CH2:1]([CH3:2])[N:3]1[CH2:4][c:5]2[n:6]([n:9][c:10]([NH2:12])[cH:11]2)[CH2:7][CH2:8]1.[CH2:30]1[O:31][CH2:32][CH2:33][O:34][CH2:35]1.[CH2:99]([Cl:100])[Cl:101].[CH3:102][CH2:103][O:104][C:105](=[O:106])[CH3:107].[CH3:92][OH:93].[CH3:94][CH2:95][O:96][CH2:97][CH3:98].[CH:38](=[CH:39][C:40]([CH:41]=[CH:42][c:43]1[cH:44][cH:45][cH:46][cH:47][cH:48]1)=[O:49])[c:50]1[cH:51][cH:52][cH:53][cH:54][cH:55]1.[CH:56](=[CH:57][C:58]([CH:59]=[CH:60][c:61]1[cH:62][cH:63][cH:64][cH:65][cH:66]1)=[O:67])[c:68]1[cH:69][cH:70][cH:71][cH:72][cH:73]1.[CH:74](=[CH:75][C:76]([CH:77]=[CH:78][c:79]1[cH:80][cH:81][cH:82][cH:83][cH:84]1)=[O:85])[c:86]1[cH:87][cH:88][cH:89][cH:90][cH:91]1.[Cs+:27].[Cs+:28].[OH2:29].[Pd:36].[Pd:37]>>[CH2:1]([CH3:2])[N:3]1[CH2:4][c:5]2[n:6]([n:9][c:10]([NH:12][c:14]3[c:15](=[O:22])[n:16]([CH3:21])[cH:17][c:18]([Br:20])[cH:19]3)[cH:11]2)[CH2:7][CH2:8]1

Participants

13

Reactant 12

HCID 887MethanolHCID 962WaterHCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 36143503,5-Dibromo-1-methylpyridin-2(1H)-oneHCID 580439485-Ethyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-amine

Product 1

HCID 580439185-Bromo-3-(5-ethyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)-1-methylpyridin-2(1H)-one

Sources & evidence

ORD record
ord-58a14226b33045108bdbafa8cabfcb7f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

Loading…