Ethanol → 6-Thiophen-3-yl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

HRID 1211890Notes

Reaction equation

HRID 1211890 reaction equation
[C:31]([CH3:32])([CH3:33])([CH3:34])[O:35][C:36](=[O:37])[N:38]1[CH2:39][c:40]2[cH:41][cH:42][c:43]([O:48][S:49]([C:50]([F:51])([F:52])[F:53])(=[O:54])=[O:55])[cH:44][c:45]2[CH2:46][CH2:47]1.[C:77](=[O:78])([OH:79])[O-:80].[CH3:70][c:71]1[cH:72][cH:73][cH:74][cH:75][cH:76]1.[CH3:82][CH2:83][OH:84].[Na+:64].[Na+:65].[Na+:81].[O-:66][C:67](=[O:68])[O-:69].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[CH2:9][CH2:10][CH2:11][CH2:12][P:13]([c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[cH:26][cH:27][cH:28][cH:29][cH:30]1.[s:56]1[cH:57][c:58]([B:61]([OH:62])[OH:63])[cH:59][cH:60]1>>[C:31]([CH3:32])([CH3:33])([CH3:34])[O:35][C:36](=[O:37])[N:38]1[CH2:39][c:40]2[cH:41][cH:42][c:43](-[c:58]3[cH:57][s:56][cH:60][cH:59]3)[cH:44][c:45]2[CH2:46][CH2:47]1

Participants

9

Reactant 8

HCID 702EthanolHCID 769Bicarbonate IonHCID 923Sodium ion3×HCID 1140TolueneHCID 19660Carbonate IonHCID 821241,4-Bis(diphenylphosphino)butaneHCID 581760Thiophene-3-boronic acidHCID 10091216Tert-butyl 6-(trifluoromethylsulfonyloxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 697341956-Thiophen-3-yl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-dab5e4eae3f84fabb96e8c15e979b3b5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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