Acetate → 6,7-dimethoxy-1-[4-(3-methoxypyridin-4-yl)benzyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

HRID 2156626Notes

Reaction equation

HRID 2156626 reaction equation
[C:31]([CH3:32])([CH3:33])([CH3:34])[O:35][C:36](=[O:37])[N:38]1[CH2:39][CH2:40][c:41]2[c:42]([cH:43][c:44]([O:45][CH3:46])[c:47]([O:48][CH3:49])[cH:50]2)[CH:51]1[CH2:52][c:53]1[cH:54][cH:55][c:56]([Br:57])[cH:58][cH:59]1.[C:90](=[O:91])([O-:92])[O-:93].[CH3:2][O:3][c:4]1[cH:5][c:6]2[c:11]([cH:12][c:13]1[O:14][CH3:15])[CH:10]([CH2:16][c:17]1[cH:18][cH:19][c:20](-[c:23]3[c:24]([O:29][CH3:30])[cH:25][n:26][cH:27][cH:28]3)[cH:21][cH:22]1)[NH:9][CH2:8][CH2:7]2.[CH3:60][O:61][c:62]1[cH:63][n:64][cH:65][cH:66][c:67]1[B:68]([OH:69])[OH:70].[ClH:1].[Na+:94].[Na+:95].[O-:101][C:102]([CH3:103])=[O:104].[O-:97][C:98]([CH3:99])=[O:100].[Pd+2:96].[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[CH3:2][O:3][c:4]1[cH:5][c:6]2[c:11]([cH:12][c:13]1[O:14][CH3:15])[CH:10]([CH2:16][c:17]1[cH:18][cH:19][c:20](-[c:23]3[c:24]([O:29][CH3:30])[cH:25][n:26][cH:27][cH:28]3)[cH:21][cH:22]1)[N:9]([C:36]([O:35][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:37])[CH2:8][CH2:7]2

Participants

10

Reactant 9

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 923Sodium ion2×HCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 467390193-Methoxypyridine-4-boronic acidHCID 589064711-(4-Bromo-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 597442766,7-Dimethoxy-1-[[4-(3-methoxy-4-pyridinyl)phenyl]methyl]-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 597442816,7-dimethoxy-1-[4-(3-methoxypyridin-4-yl)benzyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-22053720561147278533a9f9ec71570f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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