Acetate → (r/s)-3-(Tert-butoxycarbonylamino)-1-(4-cyclopropyl-5-isoquinolinesulfonyl)-pyrrolidine
Reaction equation
[B-:42]([F:43])([F:44])([F:45])[F:46].[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]1[CH2:10][N:11]([S:14](=[O:15])(=[O:16])[c:17]2[c:18]3[c:19]([Br:27])[cH:20][n:21][cH:22][c:23]3[cH:24][cH:25][cH:26]2)[CH2:12][CH2:13]1.[C:73]([O-:74])(=[O:75])[CH3:76].[C:78]([O-:79])(=[O:80])[CH3:81].[CH3:66][c:67]1[cH:68][cH:69][cH:70][cH:71][cH:72]1.[CH3:82][CH2:83][O:84][C:85](=[O:86])[CH3:87].[CH:28]1([B:31]([OH:32])[OH:33])[CH2:29][CH2:30]1.[CH:47]1([PH+:48]([CH:49]2[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]2)[CH:55]2[CH2:56][CH2:57][CH2:58][CH2:59][CH2:60]2)[CH2:61][CH2:62][CH2:63][CH2:64][CH2:65]1.[K+:39].[K+:40].[K+:41].[P:34]([O-:35])([O-:36])([O-:37])=[O:38].[Pd+2:77]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]1[CH2:10][N:11]([S:14](=[O:15])(=[O:16])[c:17]2[c:18]3[c:19]([CH:28]4[CH2:29][CH2:30]4)[cH:20][n:21][cH:22][c:23]3[cH:24][cH:25][cH:26]2)[CH2:12][CH2:13]1Participants
11
Reactant 10
HCID 175Acetate2×
HCID 813Potassium Cation3×
HCID 1061Phosphate
HCID 1140Toluene
HCID 8857Ethyl Acetate
HCID 26255Tetrafluoroborate
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 2760897Cyclopropylboronic acid
HCID 4866470CID 4866470
HCID 67242856(r/s)-3-(Tert-butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)pyrrolidineProduct 1
Sources & evidence
- ORD record
- ord-cfade28ec47c4dafaf6e4fa3f8e7986d
- Source dataset
- Validation data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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