Hydrochloric Acid → HCID 86658937, compound

HRID 1950789Notes

Reaction equation

HRID 1950789 reaction equation
CS[C:3]1[N:4]=[C:5]([NH:14][C:15]2[CH:20]=[CH:19][C:18](OC3C=CC=CC=3)=[CH:17][CH:16]=2)[C:6]2[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=2[N:8]=1.C([N:35]1[CH2:39][CH2:38][C@H:37]([NH2:40])[CH2:36]1)(OC(C)(C)C)=O.[ClH:41].[O:42]1[CH2:47][CH2:46]OCC1>>[ClH:41].[O:42]([N:14]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:5]1[C:6]2[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=2[N:8]=[C:3]([NH:40][C@H:37]2[CH2:38][CH2:39][NH:35][CH2:36]2)[N:4]=1)[C:47]1[CH:46]=[CH:9][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 854071tert-butyl (3S)-3-aminopyrrolidine-1-carboxylateHCID 58494225HCID 58494225, compound

Product 1

HCID 86658937HCID 86658937, compoundYield 52%

Procedure

Compound No. 125 was prepared as described in Example 1g by starting from 2-(methylthio)-4-(4-phenoxy phenylamino)pyrido[4,3-d]pyrimidin-5(6H)-one (87 mg, 0.23 mmol) and (S)-(−)-1-boc-3-amino pyrrolidine (129 mg, 0.69 mmol) and treating with 4 N HCl in dioxane continuing until the reaction yielded the title compound (54 mg, 52%). MS m/z: 415 (M+1)+.

Workup

  1. custom125 was prepared

Sources & evidence

ORD record
ord-92d9cd5b8a6a42babc9c38e9b2aa7f69
Source dataset
uspto-grants-2013_03
Patent number
US08404677B2

Reaction notes

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