L-Alaninol → HCID 86712018, compound

HRID 1051380Notes

Reaction equation

HRID 1051380 reaction equation
N[C@@H:2]([CH3:5])[CH2:3][OH:4].[NH2:6][CH:7]1[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1.Cl.FC1C=[C:17]([C@@H:23]([C:25]2C=N[N:28]([CH3:30])[CH:29]=2)N)[CH:18]=[CH:19]C=1OC.Cl.[NH2:32][C@@H:33]([C:36]1[CH:41]=[CH:40][C:39]([O:42][C:43]([F:46])([F:45])F)=[CH:38][CH:37]=1)[CH2:34][OH:35]>>[F:46][CH:43]([F:45])[O:42][C:39]1[CH:38]=[CH:37][C:36]([C@H:33]([NH:32][C:3]([C:2]2[CH:5]=[C:23]3[C:17](=[CH:18][CH:19]=2)[CH:30]=[N:28][C:29]([NH:6][CH:7]2[CH2:12][CH2:11][O:10][CH2:9][CH2:8]2)=[CH:25]3)=[O:4])[CH2:34][OH:35])=[CH:41][CH:40]=1

Participants

5

Reactant 4

HCID 80307L-AlaninolHCID 4192234-AminotetrahydropyranHCID 86712001(S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochlorideHCID 86712019HCID 86712019, compound

Product 1

HCID 86712018HCID 86712018, compound

Procedure

3-(Tetrahydro-pyran-4-ylamino)-isoquino line-6-carboxylic acid [(S)-1-(4-difluoromethoxy-phenyl)-2-hydroxy-ethyl]-amide (II-61) was prepared analogously except in step 2, (S)-2-aminopropan-1-ol was replaced with 4-amino-tetrahydropyran and in step 5, (S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochloride was replaced with (S)-2-amino-2-(4-difluoromethoxy-phenyl)ethanol (62h).

Sources & evidence

ORD record
ord-18939cb810e94cd3a0533dd157411522
Source dataset
uspto-grants-2016_07
Patent number
US09388171B2

Reaction notes

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