Hydrochloric Acid → HCID 24945991, compound

HRID 1365439Notes

Reaction equation

HRID 1365439 reaction equation
ClC1N=C(N2CCOCC2)C2C=C(CN3CCN(C(OC(C)(C)C)=O)CC3)SC=2N=1.Cl.[O:32]1[CH2:37][CH2:36][N:35]([C:38]2[C:39]3[CH:54]=[C:53]([CH2:55][N:56]4[CH2:61][CH2:60][NH:59][CH2:58][CH2:57]4)[S:52][C:40]=3[N:41]=[C:42]([C:44]3[CH:45]=[CH:46][C:47]([C:50]#[N:51])=[N:48][CH:49]=3)[N:43]=2)[CH2:34][CH2:33]1.[C:62](O)(=[O:66])[C@H:63]([CH3:65])[OH:64]>>[OH:64][C@@H:63]([CH3:65])[C:62]([N:59]1[CH2:60][CH2:61][N:56]([CH2:55][C:53]2[S:52][C:40]3[N:41]=[C:42]([C:44]4[CH:45]=[CH:46][C:47]([C:50]#[N:51])=[N:48][CH:49]=4)[N:43]=[C:38]([N:35]4[CH2:36][CH2:37][O:32][CH2:33][CH2:34]4)[C:39]=3[CH:54]=2)[CH2:57][CH2:58]1)=[O:66]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 107689L-Lactic AcidHCID 56833847HCID 56833847, compoundHCID 66934231HCID 66934231, compound

Product 1

HCID 24945991HCID 24945991, compound

Procedure

Tert-butyl 4-((2-chloro-4-morpholinothieno[2,3-d]pyrimidin-6-yl)methyl)piperazine-1-carboxylate (75 mg) was reacted with 6-cyanopyridin-3-yl-3-boronic ester via General Procedure A. This crude intermediate was subjected to General Procedure D in which the crude HCl salt of 5-(4-morpholino-6-((piperazin-1-yl)methyl)thieno[2,3-d]pyrimidin-2-yl)pyridine-2-carbonitrile was reacted with L-Lactic acid via General Procedure B to give 7 mg of 404 after reverse phase HPLC purification. MS (Q1) 494.2 (M)+

Sources & evidence

ORD record
ord-0030fcd314e94eeea132633843cc5a7d
Source dataset
uspto-grants-2011_02
Patent number
US07888352B2

Reaction notes

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