Acetate → 7-chloro-6-[4-(2-methyl-butyl)-benzylamino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine

HRID 114219Notes

Reaction equation

HRID 114219 reaction equation
[C:86](=[O:87])([O-:88])[O-:89].[CH3:101][c:102]1[cH:103][cH:104][cH:105][cH:106][cH:107]1.[CH3:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][NH2:9])[cH:10][cH:11]1)[CH2:12][CH3:13].[Cl:14][c:15]1[c:16]([O:32][S:33]([C:34]([F:35])([F:36])[F:37])(=[O:38])=[O:39])[c:17]2[c:18]([cH:30][cH:31]1)[CH2:19][CH2:20][N:21]([C:24]([C:25]([F:26])([F:27])[F:28])=[O:29])[CH2:22][CH2:23]2.[Cs+:90].[Cs+:91].[O-:93][C:94]([CH3:95])=[O:96].[O-:97][C:98]([CH3:99])=[O:100].[Pd+2:92].[cH:40]1[cH:41][cH:42][c:43]([P:44]([c:45]2[cH:46][cH:47][c:48]3[c:49]([cH:50][cH:51][cH:52][cH:53]3)[c:54]2-[c:55]2[c:56]3[c:57]([cH:58][cH:59][cH:60][cH:61]3)[cH:62][cH:63][c:64]2[P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[cH:84][cH:85]1>>[CH3:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][NH:9][c:16]2[c:15]([Cl:14])[cH:31][cH:30][c:18]3[c:17]2[CH2:23][CH2:22][N:21]([C:24]([C:25]([F:26])([F:27])[F:28])=[O:29])[CH2:20][CH2:19]3)[cH:10][cH:11]1)[CH2:12][CH3:13]

Participants

9

Reactant 8

HCID 175Acetate2×HCID 1140TolueneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 574477477-Chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethylsulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepineHCID 576561404-(2-Methyl-butyl)-benzylamine

Product 1

HCID 866296917-chloro-6-[4-(2-methyl-butyl)-benzylamino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Sources & evidence

ORD record
ord-a4330f9f706f4819b725e5ed0e253261
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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