Chloride → HCID 57424393, compound

HRID 1093240Notes

Reaction equation

HRID 1093240 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]3[N:14]([CH:17]4[CH2:22][CH2:21][N:20]([C:23]([O:25][CH2:26]C)=[O:24])[CH2:19][CH2:18]4)[N:15]=[CH:16][C:11]3=[C:10]([N:28]3[CH2:34][CH:33]4[O:35][CH:30]([CH2:31][CH2:32]4)[CH2:29]3)[N:9]=2)=[CH:4][CH:3]=1.C12OC(CC1)CN(C1N=C(Cl)N=C3N(C4CCN(C(OC)=O)CC4)N=CC=13)C2.[Cl-]>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:13]=[C:12]3[N:14]([CH:17]4[CH2:18][CH2:19][N:20]([C:23]([O:25][CH3:26])=[O:24])[CH2:21][CH2:22]4)[N:15]=[CH:16][C:11]3=[C:10]([N:28]3[CH2:29][CH:30]4[O:35][CH:33]([CH2:32][CH2:31]4)[CH2:34]3)[N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 312ChlorideHCID 66589044HCID 66589044, compoundHCID 75080609HCID 75080609, compound

Product 1

HCID 57424393HCID 57424393, compound

Procedure

A Suzuki coupling procedure similar to that used for the synthesis of ethyl 4-(6-(4-aminophenyl)-4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate is used, using methyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate as the chloride component (68%, MS=464.2 (M+H))

Sources & evidence

ORD record
ord-ca047e432b8b45779a3cfdd6cb491ae3
Source dataset
uspto-grants-2012_03
Patent number
US08129371B2

Reaction notes

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