2-Chloro-5-phenylpyrimidine → tert-Butyl 4-(3-(methylthio)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)piperazine-1-carboxylate

HRID 630447Notes

Reaction equation

HRID 630447 reaction equation
[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([N:14]3[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]3)=[O:13])=[CH:9][CH:10]=2)[NH:5][CH:4]=1.Cl[C:28]1[N:33]=[CH:32][C:31]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[CH:30][N:29]=1.BrC1C=NC(N2C3C(=CC=C(C(N4CCOCC4)=O)C=3)C(SC)=C2)=NC=1>>[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([N:14]3[CH2:15][CH2:16][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:18][CH2:19]3)=[O:13])=[CH:9][CH:10]=2)[N:5]([C:28]2[N:29]=[CH:30][C:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:32][N:33]=2)[CH:4]=1

Participants

4

Reactant 3

HCID 6053202-Chloro-5-phenylpyrimidineHCID 118666053(1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanoneHCID 131735390tert-Butyl 4-(3-(methylthio)-1H-indole-6-carbonyl)piperazine-1-carboxylate

Product 1

HCID 131735389tert-Butyl 4-(3-(methylthio)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)piperazine-1-carboxylate

Procedure

Prepared from the product of 12b) (1.2 g, 3.2 mmol, 1.0 eq) and 2-chloro-5-phenylpyrimidine (0.604 g, 3.2 mmol, 1.0 eq) following the instructions of 1c). Yield: 700 mg.

Sources & evidence

ORD record
ord-7387f739605148188cacd0ab8474dacd
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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