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Acetate → Tert-butyl 4-(3-cyclopropyl-2-fluorobenzoyl)piperazine-1-carboxylate

HRID 825766
Notes
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Reaction equation

HRID 825766 reaction equation
[Br:1][c:2]1[c:3]([F:23])[c:4]([C:5](=[O:6])[N:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:11][CH2:12]2)[cH:20][cH:21][cH:22]1.[C:65]([O-:66])(=[O:67])[CH3:68].[C:70]([O-:71])(=[O:72])[CH3:73].[CH3:57][c:58]1[cH:59][cH:60][cH:61][cH:62][cH:63]1.[CH:24]1([B:27]([OH:28])[OH:29])[CH2:25][CH2:26]1.[CH:30]1([P:31]([CH:32]2[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]2)[CH:38]2[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]2)[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48]1.[K+:54].[K+:55].[K+:56].[OH2:64].[P:49]([O-:50])([O-:51])([O-:52])=[O:53].[Pd+2:69]>>[c:2]1([CH:24]2[CH2:25][CH2:26]2)[c:3]([F:23])[c:4]([C:5](=[O:6])[N:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:11][CH2:12]2)[cH:20][cH:21][cH:22]1
ParticipantsSources & evidenceReaction notes

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 2760897Cyclopropylboronic acid
HCID 57562603Tert-butyl 4-(3-bromo-2-fluorobenzoyl)piperazine-1-carboxylate

Product 1

HCID 57562614Tert-butyl 4-(3-cyclopropyl-2-fluorobenzoyl)piperazine-1-carboxylate

Sources & evidence

ORD record
ord-e61f5e9ba32241e380b53abb04ec8a7f
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes