Urea → HCID 57424512, compound

HRID 1093276Notes

Reaction equation

HRID 1093276 reaction equation
NC(N)=O.[CH:5]12[O:12][CH:9]([CH2:10][CH2:11]1)[CH2:8][N:7]([C:13]1[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26](NCC)=[O:27])=[CH:21][CH:20]=3)[N:16]=[C:15]3[N:31]([CH:34]4CCN(C(OCC)=O)CC4)[N:32]=[CH:33][C:14]=13)[CH2:6]2.[N:45]1([CH2:51][CH2:52][S:53]([C:56]2[CH:62]=[CH:61][C:59]([NH2:60])=[CH:58][CH:57]=2)(=[O:55])=[O:54])[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]1.NC1C=CC=CC=1>>[CH:5]12[O:12][CH:9]([CH2:10][CH2:11]1)[CH2:8][N:7]([C:13]1[N:18]=[C:17]([C:19]3[CH:20]=[CH:21][C:22]([NH:25][C:26]([NH:60][C:59]4[CH:58]=[CH:57][C:56]([S:53]([CH2:52][CH2:51][N:45]5[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]5)(=[O:55])=[O:54])=[CH:62][CH:61]=4)=[O:27])=[CH:23][CH:24]=3)[N:16]=[C:15]3[N:31]([CH3:34])[N:32]=[CH:33][C:14]=13)[CH2:6]2

Participants

5

Reactant 4

HCID 1176UreaHCID 6115AnilineHCID 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-carboxylateHCID 57424746HCID 57424746, compound

Product 1

HCID 57424512HCID 57424512, 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 4-(2-(piperidin-1-yl)ethylsulfonyl)aniline (which may be prepared via: Tetrahedron Letters, 48 (51), 9040-9043, 2007) as the aniline component. (6%, MS=631.3 (M+H))

Sources & evidence

ORD record
ord-af3e29e8050b491da766c3564531ba65
Source dataset
uspto-grants-2012_03
Patent number
US08129371B2

Reaction notes

Loading…