HCID 78322881, compound → HCID 86711305, compound

HRID 336172Notes

Reaction equation

HRID 336172 reaction equation
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:12]=[N:13][C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[C:9](Br)[N:8]([CH2:22][C@H:23]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:24][CH:25]=[CH2:26])[C:4]=2[N:5]=[CH:6][N:7]=1.NC1C2C(C3C=NC4C(C=3)=CC=CC=4)=C3N(C=2N=CN=1)C[C@@H](NC(=O)OC(C)(C)C)CC3>>[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:12]=[N:13][C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[C:9]3[CH2:26][CH2:25][CH2:24][C@@H:23]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:22][N:8]3[C:4]=2[N:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 78322881HCID 78322881, compoundHCID 86711306HCID 86711306, compound

Product 1

HCID 86711305HCID 86711305, compoundYield 73.2%

Procedure

In accordance with Example 10, except that the (R)-tert-butyl (1-(4-amino-6-bromo-5-(quinolin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)penta-4-en-2-yl)carbamate (690 mg) obtained in Reference Example 9 was used in place of the (S)-tert-butyl (1-(4-amino-6-bromo-5-(quinolin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)but-3-en-2-yl)carbamate obtained in Example 10, the title compound (429 mg) (yield: 73%) was obtained as a yellow solid.

Sources & evidence

ORD record
ord-b77bbb44cd2d45c69334fdbb01e374fa
Source dataset
uspto-grants-2014_11
Patent number
US08889666B2

Reaction notes

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