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

HRID 149668Notes

Reaction equation

HRID 149668 reaction equation
[Br:14][c:15]1[c:16](=[O:23])[n:17]([CH3:22])[cH:18][c:19]([Br:21])[cH:20]1.[C:24](=[O:25])([O-:26])[O-:27].[CH2:31]1[O:32][CH2:33][CH2:34][O:35][CH2:36]1.[CH3:103][CH2:104][O:105][C:106]([CH3:107])=[O:108].[CH3:93][OH:94].[CH3:95][CH2:96][O:97][CH2:98][CH3:99].[CH:39](=[CH:40][C:41]([CH:42]=[CH:43][c:44]1[cH:45][cH:46][cH:47][cH:48][cH:49]1)=[O:50])[c:51]1[cH:52][cH:53][cH:54][cH:55][cH:56]1.[CH:57](=[CH:58][C:59]([CH:60]=[CH:61][c:62]1[cH:63][cH:64][cH:65][cH:66][cH:67]1)=[O:68])[c:69]1[cH:70][cH:71][cH:72][cH:73][cH:74]1.[CH:75](=[CH:76][C:77]([CH:78]=[CH:79][c:80]1[cH:81][cH:82][cH:83][cH:84][cH:85]1)=[O:86])[c:87]1[cH:88][cH:89][cH:90][cH:91][cH:92]1.[Cl:100][CH2:101][Cl:102].[Cs+:28].[Cs+:29].[NH2:1][c:2]1[n:3][n:4]2[c:5]([cH:13]1)[CH2:6][N:7]([C:10]([CH3:11])=[O:12])[CH2:8][CH2:9]2.[OH2:30].[Pd:37].[Pd:38]>>[NH:1]([c:2]1[n:3][n:4]2[c:5]([cH:13]1)[CH2:6][N:7]([C:10]([CH3:11])=[O:12])[CH2:8][CH2:9]2)[c:15]1[c:16](=[O:23])[n:17]([CH3:22])[cH:18][c:19]([Br:21])[cH:20]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 580440081-(2-amino-6,7-dihydropyrazolo[1,5-a]pyrazin-5(4H)-yl)ethanone

Product 1

HCID 580440563-(5-acetyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)-5-bromo-1-methylpyridin-2(1H)-one

Sources & evidence

ORD record
ord-8f4fa0c17f01406190d9417647f1e184
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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