HCID 66630484, compound → HCID 66630913, compound

HRID 2382478Notes

Reaction equation

[C:1]1([CH:7]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[CH2:8][NH:9][C:10]2[N:18]=[C:17]([N:19]3C[CH2:22][C@@H:21]([NH:24][C:25]([NH:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)=[O:26])[CH2:20]3)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][N:14]3[C@@H:35]2[CH2:39][C@H:38]([NH:40][C:41](=[O:45])[CH2:42][CH2:43]O)[C@@H:37]([OH:46])[C@H:36]2[OH:47])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:54][C@@H]1CCN(C2N=C3C(N=CN3[C@@H]3C[C@H](NC(=O)CCO)[C@@H](O)[C@H]3O)=C(NCC(C3C=CC=CC=3)C3C=CC=CC=3)N=2)C1>>[C:1]1([CH:7]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[CH2:8][NH:9][C:10]2[N:18]=[C:17]([N:19]3[CH:20]=[C:21]([NH:24][C:25]([NH:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)=[O:26])[CH:22]=[N:54]3)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][N:14]3[C@@H:35]2[CH2:39][C@H:38]([NH:40][C:41](=[O:45])[CH2:42][CH3:43])[C@@H:37]([OH:46])[C@H:36]2[OH:47])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 66630484HCID 66630484, compound

HCID 66630809N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-3-hydroxy-propionamide

Product 1

HCID 66630913HCID 66630913, compound

Procedure

The title compound is prepared analogously to N-((1S,2R,3S,4R)-4-{6-(2,2-Diphenyl-ethylamino)-2-[(R)-3-(3-pyridin-2-ylmethyl-ureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-3-hydroxy-propionamide (Example 184), by substituting N-{(1S,2R,3S,4R)-4-[2-(4-amino-pyrazol-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide (Intermediate ZR) for N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-3-hydroxy-propionamide (Intermediate ZG).

Sources & evidence

ORD record: ord-52230225e8ff4538a38d94844624ffef
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08258141B2

Reaction notes

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