Urea → HCID 57424672, compound

HRID 1093287Notes

Reaction equation

NC(N)=O.[CH:5]12[O:12][CH:9](CC1)[CH2:8][N:7]([C:13]1[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][CH2:29][CH3:30])=[O:27])=[CH:21][CH:20]=3)[N:16]=[C:15]3[N:31]([CH:34]4[CH2:39]CN(C(OCC)=O)CC4)[N:32]=[CH:33][C:14]=13)[CH2:6]2.[CH:45]1(N)[CH2:49]CC[CH2:46]1.N[C:52]1C=CC=C[CH:53]=1>>[CH:8]12[N:7]([C:13]3[N:18]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][CH:29]5[CH2:30][CH2:49][CH2:45][CH2:46]5)=[O:27])=[CH:21][CH:20]=4)[N:16]=[C:15]4[N:31]([CH2:34][CH3:39])[N:32]=[CH:33][C:14]=34)[CH:6]([CH2:52][CH2:53]1)[CH2:5][O:12][CH2:9]2

Participants

Reactant 4

HCID 1176Urea

HCID 2906Cyclopentylamine

HCID 6115Aniline

HCID 25262323ethyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-(3-ethylureido)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

Product 1

HCID 57424672HCID 57424672, compound

Procedure

A urea formation procedure similar to that used for the synthesis of ethyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-(3-ethylureido)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate is used, utilizing cyclopentylamine as the aniline component. (46%, MS=462.4 (M+H))

Sources & evidence

ORD record: ord-a03be76522cc4ced953280ad19d0cec9
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08129371B2

Reaction notes

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