1-(2-Hydroxyethyl)piperazine → HCID 59244558, compound

HRID 912238Notes

Reaction equation

HRID 912238 reaction equation
OCCN1CCNCC1.COC1C=CC(C[N:17](CC2C=CC(OC)=CC=2)[C:18]2[N:23]=[CH:22][C:21]([C:24]3[C:25]4[CH2:38][CH2:37][N:36]([C:39]5[S:40][CH:41]=[C:42]([C:44]([N:46]6[CH2:51][CH2:50][N:49]([CH2:52][CH2:53][OH:54])[CH2:48][CH2:47]6)=[O:45])[N:43]=5)[C:26]=4[N:27]=[C:28]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)[N:29]=3)=[CH:20][N:19]=2)=CC=1>>[NH2:17][C:18]1[N:19]=[CH:20][C:21]([C:24]2[C:25]3[CH2:38][CH2:37][N:36]([C:39]4[S:40][CH:41]=[C:42]([C:44]([N:46]5[CH2:47][CH2:48][N:49]([CH2:52][CH2:53][OH:54])[CH2:50][CH2:51]5)=[O:45])[N:43]=4)[C:26]=3[N:27]=[C:28]([N:30]3[CH2:31][CH2:32][O:33][CH2:34][CH2:35]3)[N:29]=2)=[CH:22][N:23]=1

Participants

3

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 67385757HCID 67385757, compound

Product 1

HCID 59244558HCID 59244558, compoundYield 29%

Procedure

Using N-2-hydroxyethylpiperazine instead of N-ethylpiperazine in Step B in Example 1-D-120, in the same manner as Step B in Example 1-D-120, a crude product of [2-(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-thiazol-4-yl]-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-methanone was obtained, and then the PMB groups were removed according to Deprotection method 1, to obtain the desired compound (D-121) as an ivory powder (20 mg, 29%).

Workup

  1. customthe PMB groups were removed

Sources & evidence

ORD record
ord-d7ae6972af474d81aeb0716e594ccdc3
Source dataset
uspto-grants-2011_09
Patent number
US08022205B2

Reaction notes

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