1-[(3S)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinyl]-2-propen-1-one → 936563-96-1

HRID 1169614Notes

Reaction equation

HRID 1169614 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:24]3[CH2:29][CH2:28][CH2:27][N:26]([C:30](=[O:34])/[CH:31]=[CH:32]/C)[CH2:25]3)[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)[C:3]=12.NC1N=CN=C2N(C3CCCN(S(C=C)(=O)=O)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N(C3CCCN(C(=O)C#C)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N(C3CCN(C(=O)C=C)CC3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N([C@@H]3CCN(C(=O)C=C)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N([C@H]3CCN(C(=O)C=C)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N([C@@H]3CCCN(C(=O)C=C)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N([C@H]3CCCN(C(=O)C=C)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12.NC1N=CN=C2N(C3CCCN(C(=O)/C=C/CN(C)C)C3)N=C(C3C=CC(OC4C=CC=CC=4)=CC=3)C=12>>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:24]3[CH2:29][CH2:28][CH2:27][N:26]([C:30](=[O:34])[CH:31]=[CH2:32])[CH2:25]3)[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[CH:13][CH:12]=3)[C:3]=12

Participants

10

Reactant 9

HCID 248210231-[(3S)-3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinyl]-2-propen-1-one2×HCID 24821094Ibrutinib2×HCID 24821811HCID 24821811, compound2×HCID 24821812HCID 24821812, compound2×HCID 24821879HCID 24821879, compound2×HCID 248218802-Propen-1-one, 1-[4-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-1-piperidinyl]-2×HCID 24821882HCID 24821882, compound2×HCID 24821883HCID 24821883, compound2×HCID 24821941HCID 24821941, compound2×

Product 1

HCID 16126651936563-96-1

Procedure

(E)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)but-2-en-1-one (Compound 5); 1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)sulfonylethene (Compound 6); 1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-yn-1-one (Compound 8); 1-(4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one (Compound 9); N-((1s,4s)-4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)acrylamide (Compound 10); 1-((R)-3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one (Compound II); 1-((S)-3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one (Compound 12); 1-((R)-3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one (Compound 13); 1-((S)-3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one (Compound 14); and (E)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)-4-(dimethylamino)but-2-en-1-one (Compound 15).

Sources & evidence

ORD record
ord-76bd59d8bec74682826203d3ed14564d
Source dataset
uspto-grants-2010_11
Patent number
US07825118B2

Reaction notes

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