2-Isocyanatothiophene → HCID 67019340, compound

HRID 1697027Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].Cl[C:9]1[CH:14]=[C:13]([NH:15][C:16](=[O:59])[NH:17][C@@H:18]2[CH2:22][CH2:21][N:20]([C:23]3[N:31]=[C:30]4[C:26]([N:27]=[CH:28][N:29]4[C@@H:32]4[CH2:36][C@H:35]([NH:37][C:38](=[O:41])[CH2:39][CH3:40])[C@@H:34]([OH:42])[C@H:33]4[OH:43])=[C:25]([NH:44][CH2:45][CH:46]([C:53]4[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=4)[C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)[N:24]=3)[CH2:19]2)C=C(Cl)N=1.[S:61]1C=CC=[C:62]1N=C=O>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:47]1([CH:46]([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[CH2:45][NH:44][C:25]2[N:24]=[C:23]([N:20]3[CH2:21][CH2:22][C@@H:18]([NH:17][C:16]([NH:15][C:13]4[S:61][CH:62]=[CH:9][CH:14]=4)=[O:59])[CH2:19]3)[N:31]=[C:30]3[C:26]=2[N:27]=[CH:28][N:29]3[C@@H:32]2[CH2:36][C@H:35]([NH:37][C:38](=[O:41])[CH2:39][CH3:40])[C@@H:34]([OH:42])[C@H:33]2[OH:43])[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1

Participants

Reactant 2

HCID 27763752-Isocyanatothiophene

HCID 86622654HCID 86622654, compound

Product 1

HCID 67019340HCID 67019340, compound

Procedure

This compound is prepared analogously to N-{(1S,2R,3S,4R)-4-[2-{(R)-3-[3-(2,6-dichloro-pyridin-4-yl)-ureido]-pyrrolidin-1-yl}-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide trifluoroacetate (Example 73) by replacing 2,6-dichloro-4-isocyanato-pyridine with 2-thienyl isocyanate.

Sources & evidence

ORD record: ord-54196b0fb8d849529794b199e2de8e91
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163754B2

Reaction notes

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